Category: 53145-38-3

Electric Literature of 53145-38-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53145-38-3, name is 2-Chloro-6-fluoroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

100ml three-neck eggplant flask fully dried2- (4,4,5,5-tetramethyl-1,3,2-dioxabolan-2-yl) aniline (manufactured by Tokyo Chemical Industry Co., Ltd.) (with condenser, three-way cock and magnetic stir bar)2.41 g (11 mmol),1.61 g (10 mmol) of 2-chloro-6-fluoroanisole,1,3-bis- (2,6-diisopropylphenyl) imidazolium- (allyl) -palladium (II) -chloride(Sigma Aldrich Japan Co., Ltd.)0.029 g (0.05 mmol),Barium hydroxide octahydrate (manufactured by Wako Pure Chemical Industries, Ltd.)4.73 g (15 mmol) was added,Dissolved in 50 mL of isopropyl alcohol,The reaction was performed at 80 C. for 6 hours.After the reaction, the solid residue is removed by filtration,The solvent was distilled off under reduced pressure to obtain a crude product.Crude product is silica gel column chromatograph(Eluent; hexane / ethyl acetate = 9/1)1.37 g (63%, white solid) was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-6-fluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsui Chemical Inc; Hanada, Shiori; Kinoshita, Shinsuke; Kawamura, Noromori; Muroto, Toshihiro; Tanaka, Kenichi; Ishii, Seiichi; Terao, Hiroshi; Saito, Yasunori; Hara, Retsu; Mizobuchi, Yusuke; (67 pag.)JP5769444; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 53145-38-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows.

Under N2 atmosphere, an oven-dried 4 mL vial was charged with l-chloro-3- fluoro-2-methoxybenzene (48.2 mg, 38.9 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 106.7 mg of a mixture of the title compound and its two constitutional isomers (78% yield). Purification for characterization was accomplished by preparative TLC. [00221] Data for 2k: colorless solid; R/ = 0.59 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.93-7.97 (m, 4H), 7.70-7.74 (m, 2H), 7.57-7.61 (m, 4H), 6.83 (t, J = 2.1 Hz, 1H), 6.72 (dd, J = 10.9, 2.6 Hz, 1H), 4.04 (d, J = 2.3 Hz, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 155.1 (d, J = 251.3 Hz), 146.4 (d, J = 12.5 Hz), 139.1, 134.5, 129.4, 129.1 (d, J = 3.8 Hz), 128.8 (d, J = 1.1 Hz), 128.7, 128.4 (d, J = 5.5 Hz), 119.4 (d, J =20 Hz), 61.7 (d, J = 6.3 Hz). 19F NMR (375 MHz, CDC13, 23 C, delta): -129.0 (d, J = 9.8 Hz). Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for [M + NH4]+, 473.0402, found, 473.0415.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-6-fluoroanisole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; NGAI, Ming-Yu; BOURSALIAN, Gregory, Bagrad; MCNEILL, Eric, Andrew; RITTER, Tobias; WO2015/31725; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 53145-38-3, name is 2-Chloro-6-fluoroanisole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H6ClFO

Example 6Preparation of 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4-oxo-5,6-dihydro-4H-pyridine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester (15)2-Chloro-6-fluoroanisole (24.5 g, 0.153 mol) was dissolved in anhydrous THF (150 mL) under a nitrogen atmosphere. The solution was cooled to -60 C., and n-BuLi (67 mL of 2.5 M solution in hexane, 0.168 mol) was added dropwise over 30 min. During the addition the reaction warmed to -48 C. The reaction mixture was stirred for 30 min at -50 C. and then cooled to -60 C. Anhydrous ZnCl2 (25 g, 0.183 mol) was added to the reaction mixture first by addition as a solid and then by addition of a solution in anhydrous THF. The reaction mixture was stirred at -45 C. for 2.5 h until nearly all of the solid ZnCl2 had dissolved. The reaction solution was allowed to warm to room temperature, and solvent was evaporated by a nitrogen purge. The residue was redissolved in THF to form a stock solution.Methyl 4-methoxypicolinate (11.92 g, 0.0713 mol) was dissolved in anhydrous THF (300 mL) under N2. The solution was cooled in an ice bath. Neat phenyl chloroformate (10.5 mL, 0.0837 mol) was added. After 45 min the stock solution of (4-chloro-2-fluoro-3-methoxyphenyl)zinc(II) chloride (1.19 M in THF, 76.0 mL, 0.0904 mol) was added dropwise over 1 h. The solution was stirred at room temperature for 3 days (d) and then quenched by addition of a saturated aqueous ammonium chloride (NH4Cl) solution (200 mL). The organic layer was separated, and the aqueous layer was extracted with ether (2×100 mL). The combined organic extracts were washed with H2O and then brine. The solution was dried (MgSO4) and evaporated to a bright yellow liquid which was dissolved in THF (250 mL) and 1 M HCl (250 mL). The reaction mixture was stirred at room temperature for 2 d and then neutralized with saturated NaHCO3 solution. The reaction mixture was extracted with ether. The ether extracts were washed with H2O followed by brine, then dried (MgSO4) and evaporated to a yellow oil. The crude product was purified by silica gel chromatography (hexane-EtOAc gradient) to give a yellow oil. The oil was crystallized from MeOH to give 6-(4-chloro-2-fluoro-3-methoxyphenyl)-4-oxo-5,6-dihydro-4H-pyridine-1,2-dicarboxylic acid 2-methyl ester 1-phenyl ester (15; 17.67 g, 57%) as a white solid: mp 112-114 C.; 1H NMR (300 MHz, CDCl3) delta 7.40 (m, 2H), 7.27 (m, 1H), 7.14 (m, 4H), 6.22 (d, J=6.6 Hz, 1H, H6), 5.90 (d, J=1.2 Hz, 1H, H3), 3.97 (d, JF-H=0.9 Hz, 3H, OMe), 3.87 (s, 3H, CO2Me), 3.30 (dd, J=6.6, 17.4 Hz, 1H, H5a), 3.05 (d, J=18 Hz, 1H, H5b); 13C{1H} NMR (75.4 MHz, CDCl3) delta 191.7 (C4), 163.8 (CO2Me), 153.9 (d, JF-C=250 Hz, C2′), 151.0, 150.3, 145.0, 144.8, 129.6 (meta Ph), 128.8 (d, JF-C=3 Hz, C4′), 126.5 (para Ph), 125.2 (d, JF-C=3 Hz, C5′), 124.5 (d, JF-C=12 Hz, C1′), 121.0 (d, JF-C=4 Hz, C6′), 120.9 (ortho Ph), 114.5 (C3), 61.6 (d, JF-C=5 Hz, OMe), 53.8, 53.4, 41.6; Anal. Calcd for C21H17ClFNO6: C, 58.14; H, 3.95; N, 3.23. Found: C, 57.82; H, 3.90; N, 3.18.

According to the analysis of related databases, 53145-38-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; US2010/311981; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53145-38-3, name is 2-Chloro-6-fluoroanisole, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53145-38-3, Computed Properties of C7H6ClFO

The product of preparation 20 (150mg, 0.431 mmol) in dimethylformamide (3ml) was added drop wise to an ice-cooled solution of sodium hydride (60% dispersion in mineral oil, 52mg,1.293mmol) in dimethylformamide (1ml). After stirring for 1 hour the product of preparation 22(103mg, 0.646mmol) in dimethylformamide (1ml) was added and the mixture was heated to60c for 96 hours. The solution was concentrated in vacuo and partitioned between ethyl acetate (10ml) and water (10ml). The organic layer was extracted and washed again with water (10ml), then dried over sodium sulphate and concentrated in vacuo, to afford the title compound as a brown oil in 74% yield, 156mg.1HNMR(400MHz, CD3OD) delta: 1.03(s, 3H), 1.08(s, 3H), 1.44-1.49(m, 2H), 1.90-1.97(m, 1H), 2.12-2.21 (m, 1H), 2.50-2.62(m, 3H), 2.74-2.83(m, 2H), 2.87-2.91 (m, 1H), 3.74(s, 3H), 4.81- 4.84(m, 1H), 6.83-6.85(dd, 1H), 6.93-7 ,00(m, 2H), 7.25-7.42(m, 10H); LRMS ESI m/z 489 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-fluoroanisole, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2007/34325; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

53145-38-3, name is 2-Chloro-6-fluoroanisole, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C7H6ClFO

4. Preparation of 4-chloro-2-fluoro-3-methoxybenzoic acid To a magnetically stirred solution of 2-chloro-6-fluoroanisole (16.06 g) in 100 mL of anhydrous DME, cooled to -70 C., was added 44 mL of 2.5 M n-BuLi in hexanes over 30 min, while keeping the reaction temperature below -55 C. After stirring the reaction for an additional 60 min at -70 C., dry carbon dioxide was bubbled into the reaction mixture for 60 min, while keeping the temperature below -60 C. Upon warming to room temperature, the reaction mixture was added to 150 mL of ether and acidified with 37% aq. HCl. The aqueous layer was washed with 2*150 mL of ether, and the combined organic layers were washed with sat. NaCl and were dried (Mg2SO4). Solvent removal gave 20.3 g of a white solid, which was recrystallized from ether/hexane to give 16.4 g (80% yield) of 4-chloro-2-fluoro-3-methoxybenzoic acid; MP 183-184 C.; 1H NMR (d6-DMSO, 300 MHz) delta 13.5 (brs, 1H), 7.60 (dd, 1H, J=1.8, 8.8 Hz), 7.42 (dd, 1H, J=1.8, 8.8 Hz), 3.95 (s, 3H).

The synthetic route of 53145-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; US2009/182168; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 53145-38-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53145-38-3, name is 2-Chloro-6-fluoroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

100ml three-neck eggplant flask fully dried2- (4,4,5,5-tetramethyl-1,3,2-dioxabolan-2-yl) aniline (manufactured by Tokyo Chemical Industry Co., Ltd.) (with condenser, three-way cock and magnetic stir bar)2.41 g (11 mmol),1.61 g (10 mmol) of 2-chloro-6-fluoroanisole,1,3-bis- (2,6-diisopropylphenyl) imidazolium- (allyl) -palladium (II) -chloride(Sigma Aldrich Japan Co., Ltd.)0.029 g (0.05 mmol),Barium hydroxide octahydrate (manufactured by Wako Pure Chemical Industries, Ltd.)4.73 g (15 mmol) was added,Dissolved in 50 mL of isopropyl alcohol,The reaction was performed at 80 C. for 6 hours.After the reaction, the solid residue is removed by filtration,The solvent was distilled off under reduced pressure to obtain a crude product.Crude product is silica gel column chromatograph(Eluent; hexane / ethyl acetate = 9/1)1.37 g (63%, white solid) was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-6-fluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsui Chemical Inc; Hanada, Shiori; Kinoshita, Shinsuke; Kawamura, Noromori; Muroto, Toshihiro; Tanaka, Kenichi; Ishii, Seiichi; Terao, Hiroshi; Saito, Yasunori; Hara, Retsu; Mizobuchi, Yusuke; (67 pag.)JP5769444; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53145-38-3, name is 2-Chloro-6-fluoroanisole, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53145-38-3, Formula: C7H6ClFO

The system 100 shown in FIG. 1 was configured with a first reactor 102 having an internal volume of about 25 ml, a transfer tube 106 having an internal volume of about 3 ml and a second reactor 104 having an internal volume of about 30 ml.Agitation was started in the first reactor 102 and the second reactor 104. The system 100 was cooled to about -60 C. by placing the first reactor 102 and the second reactor 104 in the bath 108 containing dry ice in hexane and maintained at a temperature of about -70 C. A solvent level of the bath 108 was checked to assure that the transfer tube 106 was covered with the solvent.A solution of 2-chloro-6-fluoroanisole (2,6-CFA) (31.4 g, 190 mmol) in anhydrous 1,2-dimethoxyethane (DME) (241 ml) was prepared in a 500 ml bottle. Molecular sieves were added to remove water, and water content was measured by Karl Fischer titration to assure the 2,6-CFA solution contained less than about 100 ppm water (about 35 ppm measured). The 2,6-CFA solution in the 500 ml bottle was placed on a balance and fitted with a cap holding the inlet tube to metering pump 110. (i.e, first pump 110). A mixture of n-butyllithium in hexanes (2.5 M, 102 ml) was loaded into another (syringe) pump (i.e., second pump 112) and trimethyl borate (25.7 g, 28 ml) was loaded into a syringe and was placed on a separate syringe pump (i.e., third pump 114).The first, second, and third feed lines 118, 120, 122 were respectively pumped full of the 2,6-CFA, the n-butyllithium and the methyl borate to just short of the tube exit prior to the start of the experiment. When the solvent bath temperature was about -74 C., the first pump 110 containing the 2,6-CFA and the second pump 112 containing the n-butyllithium were started with flow rates of 0.73 ml/min and 0.27 ml/min, respectively. The first feed line 118 was formed from polytetrafluoroethylene (PTFE) tubing and was directed through the reactor head port 116A into the first reactor 102 below the liquid surface. The n-butyllithium addition was added to the first reactor 102 through the second feed line 120 that terminated just above the liquid surface in the first reactor 102.The solvent bath was monitored and dry ice was added to the solvent bath to maintain the temperature of the system 100 at less than about -60 C. The third feed line 122 for the trimethyl borate was directed into the second reactor 104 to drip above the liquid surface. After about 26 minutes, when the first reactor 102 was full and the reaction mixture was flowing through the transfer tube into the second reactor 104, the third pump 114 was started at a flow rate of the trimethyl borate of about 0.08 ml/min.After about 37 minutes, as the second reactor 104 filled, flow was started from an exit tube 126 to maintain reaction mixture volume in the second reactor 104 near about 30 ml. Intermediate solution from the second reactor 104 was accumulated in the flask 124 at room temperature. The intermediate solution was weighed and transferred to sample jars every 20 to 30 minutes. The experiment was run for 4 hours. A total of about 153 g of the intermediate solution containing PBA-diMe was collected. A gas chromatography (GC) method with internal standard was used to quantify the amount of PBA-diMe in the intermediate solution. A conversion to PBA-diMe of about 92% was calculated with about 8% of the original unconverted 2,6-CFA also quantified.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-6-fluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; Emonds, Mark V. M.; Menning, Catherine A.; Blaylock, D. Wayne; US2013/66115; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 53145-38-3, These common heterocyclic compound, 53145-38-3, name is 2-Chloro-6-fluoroanisole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

5. Preparation of 4-chloro-2-fluoro-3-methoxybenzaldehyde To a solution of 2-chloro-6-fluoroanisole (321.2 g) in 2 L of dry tetrahydrofuran (THF), cooled to -70 C., was added 890 mL of 2.5 M n-BuLi in hexane over 30 min with good mechanical stirring. During the addition the reaction warmed to -48 to -50 C. and was held there for 15 min after addition was complete. The solution was cooled to -75 C. before a solution of 177 g of dimethylformamide (DMF) in 100 mL of THF was added keeping the temperature below -50 C. The reaction was warmed to room temperature and 260 g of 37% aqueous HCl was slowly added and stirring was continued for 2 hours. The phases were separated and the organic phase concentrated and taken into 2 L of ether. The solution was washed twice with 500 mL of aqueous 10% HCl. The organic phase was dried over MgSO4, filtered and concentrated to 372 g of a light gold oil (93% pure by GC). This oil was distilled bulb to bulb to give 282 g (75% yield) of a light gold oil that solidified upon standing. A small sample was crystallized from pentane to give fine white needles; MP 44-45 C.; 1H NMR (CDCl3, 300 MHz) delta 10.3 (s, 1H); 7.5 (dd, 1H, J=6.6, 8.5 Hz); 7.3 (m, 1H); 4.0 (s, 3H).

Statistics shows that 2-Chloro-6-fluoroanisole is playing an increasingly important role. we look forward to future research findings about 53145-38-3.

Reference:
Patent; Dow AgroSciences LLC; US2009/182168; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 53145-38-3, name is 2-Chloro-6-fluoroanisole, A new synthetic method of this compound is introduced below., Computed Properties of C7H6ClFO

2,6-CFA (10.0 g, 62. 28 mmol) was weighed in a separate flask and transferred to a 3-neck, 500-ml round bottom flask equipped with a thermocouple temperature probe, stir bar, and a N2 inlet. The flask was rinsed with anhydrous DME. Additional DME was added to the reaction flask to give a total DME volume of 106 ml. The reaction was cooled to -78C with a dry ice/acetone bath. Once the reaction reached -77C, ft-BuLi (29 ml, 71.62 mmol, 2.5 M in hexanes) was added slowly, dropwise, using a syringe pump over a 45 minute period. The highest temperature reached during addition was -70.1 C. After complete addition of w-BuLi, the reaction was left to stir for 1 hour at -74.1C. After 1 hour, B(OMe)3 (10.5 ml, 93.42 mmol) was added dropwise using a syringe pump over a period of 22 minutes. The highest temperature reached during the B(OMe)3 addition was -67.0C. After the complete addition of B(OMe)3, the dry ice/acetone bath was removed and the reaction mixture warmed to room temperature (about 23.1 C). Once the reaction mixture reached room temperature, the reaction was left to stir an additional 1 hour at that temperature. This procedure was repeated several times to generate a large amount of PBA-diMe in DME. 244.0 g of PBA-diMe in DME (10.3% PBA basis), 27.82 g of 45% KOH, and 108.70 g of deionized water were added to a one liter flask containing a magnetic stirrer. The one liter flask was cooled with a cold water bath to maintain a temperature of 25C to 30C during the additions. The mixture was stirred for about 2 h and was then vacuum filtered to remove lithium salts. Aqueous and organic phases of the mixture were then separated. Concentrated HC1 (40.48 g) was added to the aqueous phase. The aqueous phase was cooled with a cold water bath during the addition of the HC1 to maintain a temperature of 25C to 30C. The aqueous phase was stirred for about 15 minutes to achieve complete dissolution. MIBK (35.91 g) was added to the aqueous phase and the aqueous phase was stirred for about 15 minutes. An organic phase separated from an aqueous phase to give 127.6 g of the organic phase. Analysis of the organic phase gave 17.57% by weight (89.1% yield) of PBA. The organic phase was concentrated to dryness and then placed in a vacuum oven at 50C to give a white solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; DOW AGROSCIENCES LLC; OPPENHEIMER, Jossian; WO2013/101665; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 53145-38-3, These common heterocyclic compound, 53145-38-3, name is 2-Chloro-6-fluoroanisole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 1 : Synthesis, Isolation, and Use of PBA-diMe A solution of 2,6-CFA (15.2 g, 93.5 mmol) in anhydrous DME (118 mL) was prepared in a 500 mL bottle. Molecular sieves were added to remove water, and the water content was measured by Karl Fischer titration to assure water < 100 ppm (80 ppm measured). The solution was transferred to a reactor through a septum port and the septum was replaced. A nitrogen pad was started. An agitator was started and set at 270 rpm. A dewar dish under the reactor was filled half full with acetone solvent. Dry ice chunks were slowly added. When the bath solvent was cold more solvent was slowly added so the bath solvent level was above the level of the 2,6-CFA solution in the reactor. The bath was maintained at -76C during the experiment by adding dry ice chunks periodically. The 2,6-CFA solution was allowed to cool to -72C. w-BuLi in hexanes (2.5 M, 41.5 ml) was loaded into a 60 mL plastic syringe and positioned on a syringe pump. The syringe pump was started with an addition rate of 0.7 ml/min. The n-BuLi addition was complete after 64 minutes. The reaction solution was held as -72C for 57 minutes. B(OMe)3 (13. lg, 14.06 mL) was loaded into a 24 mL plastic syringe and positioned on the syringe pump. The agitator was increased to 302 rpm. With the reaction solution at -72C, the syringe pump was started with an addition rate of 0.4 mL/min. The borate addition was complete after 40 minutes. The reaction solution was left in the cold bath over night at 220 rpm agitation. A total of 153 g of the reaction solution containing PBA-diMe was collected. A GC method with an internal standard was used to quantify the amount of PBA-diMe in solution. A conversion to PBA-diMe of 98% was calculated with 2% of the original unconverted 2,6-CFA also quantified. The PBA-diMe solution was stirred at 18C in the reactor. The agitator was started and set to 294 rpm. C02 gas from a small lecture bottle was slowly bubbled into the solution through a inch (0.635 cm) glass tube over 42 minutes. The solution heated to 21 C. A total of 7.2 g (1.5 equivalents) of C02 gas was added. The mixture was very cloudy with fine white solids. The mixture (153 g) was filtered in a 7.5 cm Buchner funnel using 1 Whatman filter paper and a water aspirator. Fine white solids were removed (lithium methyl carbonate). 3.5 g of hexane was used to rinse the solids. 141 g of filtrate was collected. 3.5 g of dry white solids were collected. The PBA-diMe filtrate solution was place in a 500 mL round bottom flask on a roto-vap fitted with a water aspirator, dry ice trap, and an overhead receiver. The roto-vap was started with the bath at 25C. The vacuum ranged from 45 mmHg down to 15 mmHg and the final bath temperature was 31C. After 17 minutes 106.5 g of overhead solvent was collected and 30.1 g of bottoms remained. Analysis of the bottoms by GC gave 59.4 % by weight of PBA. The procedure resulted in 97 % recovery of PBA. Statistics shows that 2-Chloro-6-fluoroanisole is playing an increasingly important role. we look forward to future research findings about 53145-38-3. Reference:
Patent; DOW AGROSCIENCES LLC; OPPENHEIMER, Jossian; MENNING, Catherine A.; HENTON, Daniel R.; WO2013/101987; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics