Category: 60811-21-4

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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C6H3BrClF

(2) The corresponding arylmagnesium bromide was prepared from 406 g (1.94 mol) of 4-bromo-2-chlorofluorobenzene and 48.6 g (2.00 mol) of magnesium turnings in 1,300 ml of anhydrous tetrahydrofuran by the customary process. The solution thus obtained was added dropwise to a solution of 278.3 g (2.3 mol) of allyl bromide in 200 ml of anhydrous tetrahydrofuran at 30-45 C. The mixture was then heated under reflux for 0.5 h, allowed to stand at room temperature for 16 h and poured onto 1.5 liters of ice-water. After acidification using a little 2N hydrochloric acid, the mixture was extracted twice using 1 liter of hexane each time. The extracts were washed three times with water, dried over Na2 SO4 and evaporated. The residue yielded 235 g (71%) of 3-(3-chloro-4-fluorophenyl)propene of b.p.10 =72 C. with a purity of 98.7% (determined by gas chromatography) on subsequent distillation.

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US4920212; (1990); A;,
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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-2-chloro-1-fluorobenzene

Example 112 Production of (4aS, 8aR)- 1 -(3 -chloro-4-fluoropheny l)-3 , 3 -dimethy ldecahydroquinoxaline hydrochloride bsolute configuration A toluene (10 ml) suspension of (4aR,8aS)-2,2-dimethyldecahydroquinoxaline (168 mg, 0.998 mmol), 4-bromo-2-chloro-l-fluorobenzene (251 mg, 1.20 mmol), Pd(OAc)2 (11.2 mg, 0.0500 mmol), t-Bu3P.HBF4 (14.5 mg, 0.0500 mmol), and NaOt-Bu (135 mg, 1.40 mmol) was stirred for 5 hours under reflux in a nitrogen atmosphere. The reaction solution was cooled to room temperature. Then, water (0.5 mL) and AcOEt (10 mL) were added thereto, and the mixture was stirred. MgS04 was further added thereto, and the mixture was stirred. Then, insoluble matter was filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (Hex- AcOEt). The obtained oil was dissolved in 1 N HCl-EtOH (3 mL), and ethanol was distilled off under reduced pressure. The deposited crystal was recrystallized from ethanol/acetone to obtain (4aS,8aR)-l- (3-chloro-4-fluorophenyl)-3,3-dimethyldecahydroquinoxaline hydrochloride (153 mg, yield: 46%) in a white powder form. 1H-NMR ( DMSO-de ) 6ppm : 1.15-1.45 ( 6H, m ), 1.51 ( 3H, s ), 1.6-1.9 ( 4H, m ), 1.9-2.05 ( 1H, m ), 2.94 ( 1H, d, J = 13.5Hz ), 3.3-3.45 ( lH, m ), 3.65-3.8 ( 1H, m ), 3.95-4.1 ( 1H, m ), 6.85-7.0 ( 1H, m ), 7.12 ( 1H, dd, J = 3.0, 6.2Hz ), 7.25 ( 1H, dd, J = 9.1, 9. lHz ), 8.13 ( 1H, br ), 9.86 ( 1H, br ).

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; OTSUKA PHARMACEUTICAL CO., LTD.; SHINOHARA, Tomoichi; SASAKI, Hirofumi; TAI, Kuninori; ITO, Nobuaki; WO2013/137479; (2013); 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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-2-chloro-1-fluorobenzene

A dry, argon-flushed Schienk-flask equipped with a magnetic stirrer and a septum was charged with 20 mL freshly titrated iPrMgClLiCI (1.24 M in THE, 1.0 equiv.) to which 3.8 mL of diisopropylamine (1.1 equiv.) was added dropwise at 25 00. The reaction mixture was stirred at this temperature until gasevolution was completed (ca. 48 h). The formed precipitate was dissolved with additional dry THE. The fresh solution of iPr2NMgCILiCI in THE was titrated at 25 00 with benzoic acid and 4- (phenylazo)diphenylamine as an indicator. A concentration of 0.59 M was obtained.To a solution of 4-bromo-2-chloro-1 -fluoro-benzene (0.209 g, 1 .00 mmol) in THE (1 mL) was added iPr2NMgCILiCI (0.59 M, 3.39 ml, 2.00 mmol) at 25 00 and the resulting mixture was stirred for 15 mm at25 c Hexachloro-2-propanone (0.397 g, 1 .50 mmol) was added at 0 00 and the mixture was stirred for15 mm. The resulting mixture was then quenched with sat. aq. NH4CI, extracted with ethyl acetate and dried over anhydrous Na2SO4. After filtration, the solvent was removed in vacuo. Quantitative GO measurement showed that the ratio between 5-bromo-1 ,3-dichloro-2-fluoro-benzene and regioisomer is about 12:1. Purification by flash column chromatography (Si02, i-hexane) furnished 5-bromo-1 ,3-dichloro-2-fluoro-benzene (0.190 g) as a colorless oil.

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; SYNGENTA PARTICIPATIONS AG; SMITS, Helmars; KNOCHEL, Paul; KLATT, Thomas; BECKER, Matthias; (18 pag.)WO2016/58895; (2016); 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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 60811-21-4

Add 2-chloro-1-fluoro-4-bromobenzene (0.10 mol) to a 250 mL round bottom flask and dissolve in DMF (100 mL). Add potassium carbonate (0.20 mol) and di-n-hexylamine (0.10 mol) with stirring. The reaction system was heated to 90 C for 72 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered, and the organic phase was concentrated to 50 mL, poured into dichloromethane (150 mL), washed with water (150 mL¡Á3) and brine (150 mL) The sodium was dried, and the solvent was evaporated under reduced pressure. and the crude material was purified by column chromatography to yield N, N-dihexyl-2-chloro-4-bromoaniline.

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ocean University of China; Shao Changlun; (69 pag.)CN108658937; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 60811-21-4, These common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

4-Amino-6-bromo-1H-indole-2-carboxylic acid ethyl ester (200 mg, 0.71 mmol), Pd2 (dba) 3 (64 mg, 0.07 mmol), X-phos (82 mg, 0.14 mmol) and Cs2CO3 ( 684mg, 2.13mmol), 2-chloro-4-bromo-1-fluorobenzene (440mg, 2.13mmol) was added to a microwave tube, toluene (4mL) was added, argon protection, microwave reaction, reaction at 100 C for 4h, the raw materials disappeared. Cool to room temperature, add EA (30mL) to dissolve the residue, wash with saturated brine (20mL ¡Á 3), wash with water (20mL ¡Á 2), column chromatography (P / E = 30: 1 20: 1) to obtain 118mg of pale yellow solid. The yield is 44.55%. Melting point: 220-222 C.

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60811-21-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 60811-21-4 name is 4-Bromo-2-chloro-1-fluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a 250 mL three-necked flask was added magnesium turnings (3.60 g, 150 mmol) and anhydrous THF (150 mL) under argon. A few drops of 1,2-dibromoethane were added followed by the slow addition of 1-bromo-4-fluorobenzene (13.1 g, 75.0 mmol). The solution was stirred at ambient temperature for 40 min, then cooled to 0 C, at which time the solution was added slowly to 2-(tert-butyldimethylsilyloxy)-N-methoxy-N-methylacetamide 6 (10.0 g, 42.8 mmol) in THF (150 mL). The resultant mixture was stirred at 0 C for 3 h, then quenched with saturated NH4Cl (100 mL). The mixture was extracted with CH2Cl2 (3 ¡Á 100 mL) and the combined organic phases washed with water (3 ¡Á 100 mL), dried (Na2SO4), and concentrated. The residue was purified by column chromatography (1:20 EtOAc/petroleum ether) to afford 10 g (91%) of 2-(tert-butyldimethylsilyloxy)-1-(4-fluorophenyl)ethanone as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-chloro-1-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Article; Pan, Xingang; Jia, Liangbin; Liu, Xuejian; Ma, Haikuo; Yang, Wenqian; Schwarz, Jacob B.; Tetrahedron Asymmetry; vol. 22; 3; (2011); p. 329 – 337;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 60811-21-4,Some common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, molecular formula is C6H3BrClF, 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.

Step 1: tert-Butyl 4-(3-chloro-4-fluorophenyl)piperazine-1-carboxylate A solution of tert-butyl-piperazine-1-carboxylate (1.0 g, 5.37 mmol), 4-bromo-2-chloro-1-fluorobenzene (1.35 g, 6.44 mmol), t-BuONa (768 mg, 8.06 mmol), BINAP (125 mg, 0.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol) in dry toluene (10 mL) was stirred under N2 at 80 C. for 16 hrs. The reaction mixture was concentrated and the mixture was purified by chromatography (silica, EtOAc/PE=1/10) to afford tert-butyl-4-(3-chloro-4-fluorophenyl)piperazine-1-carboxylate (1.3 g, 4.13 mmol, 77%) as a yellow oil. ESI-MS (EI+, m/z): 259 [M-55]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-chloro-1-fluorobenzene, its application will become more common.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (136 pag.)US2019/389843; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

60811-21-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 60811-21-4 name is 4-Bromo-2-chloro-1-fluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Lithium diisopropylamide (14.3 mL, 28.6 mmol) was added dropwise at -78 C. to a solution of 4-bromo-2-chloro-1-fluorobenzene (5.00 g, 23.9 mmol) in THF (40 mL) added. The resulting mixture was stirred at -78 C. for 2 h, then DMF (2.70 mL, 35.8 mmol) was added. The reaction mixture was allowed to warm to room temperature, quenched with NH 4 Cl aqueous solution and extracted with EtOAc (3 ¡Á 100 mL). The combined organic layers were concentrated and purified by chromatography (0 to 10% EtOAc in petroleum ether) to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-chloro-1-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Mrck Sharp and Dohme Corp; Blair T, Lapointe; Peter H, Fuller; Hakan, Gunaydin; Kun, Liu; Daneille F, Molinari; Qinglin, Pu; Mark E, Scott; B Wesely, Trotter; Hongjun, Zhang; (117 pag.)JP2018/531957; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

60811-21-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 60811-21-4 name is 4-Bromo-2-chloro-1-fluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Grignard solution: To a solution of 2-propylmagnesium chloride (2M in THF, 263 ml, 525 mmol) under an Argon atmosphere was added a solution of 1,3-dibromo-5-fluorobenzene (100 g, 477 mmol) in THF (250 ml) dropwise and then stirred for 60 mins at rt. A solution of ethyl 3,3,3-trifluoro-2-oxopropanoate (60 ml, 450 mmol) in anhydrous THF (1 L) was cooled to -700 under an argon atmosphere. To t his solution was added the grignard solution slowly ensuring the reaction temperature did not exceed -65. Ton complete addition the reaction was stirred at -70 for 3h. The react ion was quenched by the addition of aqueous hydrochloric acid (1 M, 500 ml). The organic layers were extracted with DCM, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (133.36g) which was used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-chloro-1-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; GRAHAM, Keith; BUCHGRABER, Philipp; AIGUABELLA FONT, Nuria; HEINRICH, Tobias; BRAeUER, Nico; KUHNKE, Lara, Patricia; WITTROCK, Sven; LANGE, Martin; BADER, Benjamin; PRECHTL, Stefan; LIENAU, Philip; KOPITZ, Charlotte, Christine; NOWAK-REPPEL, Katrin; POTZE, Lisette; STEUBER, Holger; HARVEY, Rebecca, Ann; KIRK, Ralph, Steven; (699 pag.)WO2020/48829; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, I believe this compound will play a more active role in future production and life. 60811-21-4

A solution of tert-butyl-piperazine-l-carboxylate (1.0 g, 5.37 mmol), 4-bromo-2- chloro-l-fluorobenzene (1.35 g, 6.44 mmol), t-BuONa (768 mg, 8.06 mmol), BINAP (125 mg, 0.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol) in dry toluene (10 mL) was stirred under N2 at 80C for 16 hrs. The reaction mixture was concentrated and the mixture was purified by chromatography (silica, EtOAc/PE = 1/10) to afford ter/-butyl-4-(3-chloro-4-fluorophenyl)piperazine-l- carboxylate (1.3 g, 4.13 mmol, 77%) as a yellow oil. ESI-MS (EI+, m/z): 259 [M-55]+.

The chemical industry reduces the impact on the environment during synthesis 60811-21-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (184 pag.)WO2018/89493; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics