Category: 461432-23-5

Related Products of 461432-23-5, These common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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.

Add compound 3a (180g, 0.55mol), tetrahydrofuran (360ml), toluene (720ml) to a 5L three-necked flask, stir until dissolved, nitrogen protection, dry ice-acetone bath to -80 ~ -70 C, add n-butyl Lithium-based solution (287 ml, 0.715 mol, 1.3 eq), the dropwise addition process control temperature was -80 to -70 C, and the reaction was stirred at -80 to -70 C for 0.5 h after the completion of the dropwise addition. A solution of Compound 2a (400 g, 0.86 mol) in toluene (360 ml) was added dropwise, and the dropwise addition process was carried out at -80 to -70 C, and the reaction was stirred at -80 to -70 C for 1 hour after the dropwise addition.A solution of trifluoroacetic acid (126 g, 1.10 mol) dissolved in water (600 mL) was added dropwise to the reaction solution, and the temperature was controlled to be less than -20 C. After the completion of the dropwise addition, the temperature was naturally raised to 10 to 20 C, and the reaction was carried out for 2 to 3 hours.After completion of the reaction, water (180 ml) and ethyl acetate (180 ml) were added, and the mixture was stirred for 30 min. Wash with saturated aqueous sodium hydrogencarbonate (720 ml) and water (720 ml), dry over anhydrous sodium sulfate (400 g)Concentrated under reduced pressure at 42 C to dryness to give compound 4a (230 g).The yield was 98.4%.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Yu Jun; Yu Haizhou; Wang Jinjia; Cao Yin; Du Zuyin; (8 pag.)CN108610316; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, Formula: C15H14BrClO

To a solution of 4-bromo-1-chloro-2-(4-ethoxy-benzyl)-benzene (10.0 g, 30.71 mmol) in dichloromethane (40.0 mL) cooled to 0 degrees Celsius under nitrogen was added drop- wise over 30 minutes a 1 M solution of boron trichloride in dichloromethane (34 mL, 34.0 mmol). After the addition was complete, the reaction was allowed to warm to room temperature overnight (-16 hours). The reaction mixture was cooled to 0 degrees Celsius and an aqueous solution of 1 N hydrochloric acid was added. The resulting mixture was stirred for 30 minutes and then extracted using dichloromethane. The organic layer was separated and the aqueous layer was extracted two times with dichloromethane. The combined organic layers were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The TLC showed only 50% conversion. The crude material was redissolved in dichloromethane (40 mL), cooled to 0 degrees Celsius, and a 1M solution of boron tribromide in dichloromethane (31 mL, 31 mmol) was added dropwise. The reaction mixture was allowed to warm to room temperature over the weekend (-55 hours). The reaction mixture was cooled to 0 degrees Celsius and an aqueous solution of 1 N hydrochloric acid was added dropwise. The resulting mixture was stirred for 30 minutes and then extracted usingdichloromethane. The organic layer was separated and the aqueous layer was extracted two times with dichloromethane. The combined organic layers were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The reaction was purified by flash chromatography over silica gel using the ISCO automated chromatography unit (120 g silica gel column) and eluting with a gradient of 0 to 100% ethyl acetate in heptane. 9 g (98% yield) of the desired product obtained as a white solid.

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, 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; WO2011/51864; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, Application In Synthesis of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Compound 3a (35.82 g, 110 mmol) and tetrahydrofuran (182 mL) were added to a three-necked flask and dissolved in an ice bath and cooled to -5 to 0C.A 2.0 M isopropyl magnesium chloride tetrahydrofuran solution (120 mmol, 60.0 mL) was added dropwise under a nitrogen atmosphere, and the reaction was maintained at an internal temperature of -5 to 0C for 1 hour.Compound 2a (36.34 g, 100 mmol) was dissolved in tetrahydrofuran (91 mL) under a nitrogen atmosphere, and slowly dropped into a reaction flask. After the dropwise addition, the temperature was raised to 25 to 30 C. and reacted for 2 to 3 hours.After the reaction was completed, the reaction was quenched by the addition of saturated ammonium chloride solution (182 mL), and the mixture was extracted twice with ethyl acetate (182 mL). The combined organic phases were washed twice with water (182 mL), dried over sodium sulfate, filtered, and concentrated with ethyl acetate. Recrystallization of ester and petroleum ether to give intermediate 4a(46.03g, 88%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Xu Guanshu; (22 pag.)CN107540685; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 461432-23-5, A common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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.

Boron tribromide (1.7 mL, 16.89 mmol) was added at 0 &Of dichloromethane (10 mL)Was slowly added dropwise to a solution of 2- (4-methoxyphenyl) -4-bromo-1-chlorobenzene 1f (5.0 g, 15.35 mmol, purchased from Shanghai Lu Lu Lan Co., Ltd.) in dichloromethane (50 mL) ,Rise to room temperature for 30 minutes.The pH was adjusted to 7 with saturated aqueous sodium bicarbonate solution,And then extracted with dichloromethane (50 mL x 2). The combined organic phases were washed with saturated brine (30 mL x 2), dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure.The title compound was obtained as a pale yellow solid (5.16 g, 100%). The crude product is used directly in the next step.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Wu Wuyong; Qu Tong; Tan Haoxiong; Kang Panpan; Deng Bingchu; (48 pag.)CN106892948; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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. Application In Synthesis of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Synthesis of compound 11C50H49CIO6 M = 781.37 g.moF1 Mass: ESI+): 798.20 (M + H20)Under inert atmosphere, Mg powder (265mg, 10.9mmol, 2.4eq) was charged into a three necked flask, followed by addition of a portion of 1/3 of a solution of the 4- bromo-l-chloro-2-(4-ethylbenzyl)benzene (2.95g, 9.1mmol; 2eq) in dry THF (25mL) and 1 ,2-dibromoethane (10 mol % of Mg; 85mg; 0.45mmol). The mixture was heated to reflux. After the reaction was initiated (exothermic and consuming of Mg), the remaining solution of 2-(4-ethylbenzyl)-4-bromo-l-chlorobenzene in dry TFIF was added dropwise. The mixture was then allowed to react for another one hour under gentle reflux until most of the Mg was consumed.The above Grignard reagent was added dropwise into the solution of cyclohexenone 8 (2.42g, 4.53mmol, leq) in dry THF (25mL) under inert atmosphere at room temperature (about 25C), then allowed to react for 3h. A saturated aqueous solution of ammonium chloride was added into the mixture to quench the reaction. The mixture was extracted with Et20, washed with brine, dried over sodium sulphate, filtered and concentrated. The residue was purified on silica gel chromatography (cyclohexane/ethyl acetate 100:0 to 80:20) to afford the target compound 11 as a yellow oil (3.01g, 86%).

The synthetic route of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TFCHEM; DELIENCOURT-GODEFROY, Geraldine; LOPES, Lenaig; WO2012/160218; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 461432-23-5, These common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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.

Under nitrogen, to a 50mL three-necked flask were added sequentially 3.99g2- chloro-5-bromo-ethoxy -4`- – diphenylmethane, 10ml of tetrahydrofuran and 30ml of toluene, followed by stirring to dissolve, cooled to -78 deg.] C, was added dropwise 2.4M n-hexane solution of n-butyllithium in 5.48ml, dropping the temperature was kept below -70 deg.] C, after the addition was complete the reaction was complete to give 2-chloro-5-ethoxy-lithium -4`- – diphenyl methane solution. Under nitrogen atmosphere, into a three-necked 250mL flask was added 8.43g Compound B-2 and 40ml of toluene, followed by stirring to dissolve, cooled to -78 deg.] C, the lithium-chloro-5-ethoxy -4`- – diphenylmethane was added dropwise, the dropping rate to keep the temperature below -65 deg.] C, after the addition was complete the reaction was kept 2 hours, 17.63g of tetrabutyl ammonium fluoride was added dropwise, the reaction was stirred for 1 hour at room temperature, methanol was added dropwise a solution of 7.45g of sulfuric acid ( containing 2.56 g of sulfuric acid), after the completion of the dropwise addition, the reaction mixture was stirred at room temperature, the HPLC monitoring of the reaction is complete, add saturated NaHCO3 solution to a pH of about 7.5, the organic layer was separated and the aqueous layer extracted with ethyl acetate, the combined organic phases were washed with saturated brine washed with water, vacuum distillation, additional 20ml toluene, evaporated under reduced pressure rotary evaporation to give 4.16g of intermediate -1, yield: 77.3%.

Statistics shows that 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene is playing an increasingly important role. we look forward to future research findings about 461432-23-5.

Reference:
Patent; Beijing Wan-sheng Pharmaceutical Co., Ltd.; Lin, Guoliang; Li, Xiaopeng; Liu, Zhidong; Wang, Zhanwei; Li, Yong; Pei, Yingzi; (15 pag.)CN105481915; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, category: chlorides-buliding-blocks

To the mixture of 10 cc THF and 10 cc Toluene added 0.138 mole 4-(5-bromo-2- chlorobenzyl)phenyl ethyl ether at ambient temperature and stirred for 15 min. Cooled to -70 to -80C in dry ice /acetone bath and stirred for 15 min. Added a solution of 0.014 mole n-Butyl lithium (1.9M in hexanes) at -70 to -80C. and stirred for lhr. Added solution of 3, 4, 5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro- pyran-2-one in 5 cc of Toluene at -70 to -80C and stirred for 2 to 3hrs. After the compliance of the reaction, reaction mass was quenched with Methane sulphonic acid and Allyl alcohol mixture at -70 to -80C. Temperature was raised to ambient temperature and stirred overnight. Reaction mass was quenched with 30 cc sat.sodiumbicarbonate solution to bring the pH neutral to alkaline and stirred for 30.0 min. Layers separated and aqueous layer was extracted with 10 cc of Toluene. Organic layer was combined and washed with 30cc water and 50 cc sat. brine solution. Organic layer was distilled under reduced pressure to recover toluene. Solid compound was dissolved in 50cc of toluene and quenched in n-Hexane to obtain 83 % the compound as crystalline solid. HPLC purity: 88 – 91 % I R data: Anomeric C-0 stretching: 1242 cm”1 Allylic C- O stretching: 1 177 cm”1 Allylic C- H stretching: 3010 – 3120 cm”1 Aromatic C- CI stretching: 820 cm”1 Lactones O – H stretching: 3240 – 3380 cm”1 Lactones C – 0 stretching: 1045 – 1092 cm”1 Aromatic C=C stretching: 1510 , 1548 , 1603 , 1703 cm”1 Alkane C – H stretching: 2877,2866, 2956, 2958, 2962 cm”1 Aromatic C – H stretching: 3050 – 3090 cm”1 Dip-Mass (M+Na) 487.19 m/z (M+K) 503.17 m/z

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

Reference:
Patent; HARMAN FINOCHEM LIMITED; KADAM, Vijay Trimbak; SAIKRISHNA; CHOUDHARE, Tukaram Sarjerao; MINHAS, Harpreet Singh; MINHAS, Gurpreet Singh; (26 pag.)WO2016/147197; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C15H14BrClO

A mixture of 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene compound of formula-4 (83.33 gms) and toluene (420 ml) was heated to reflux temperature and stirred for 2 hrs under azeotropic conditions. Distilled off the solvent completely under reduced pressure. Cooled the obtained compound to 25-30 C. under nitrogen atmosphere. Tetrahydrofuran (665 ml) followed by the compound obtained in step-(a) were added to the reaction mixture at 25-30 C. under nitrogen atmosphere. Cooled the reaction mixture to -85 to -80 C. and stirred for 20 mins at the same temperature. n-butyl lithium (238.3 ml) was slowly added to the reaction mixture at -85 to -80 C. under nitrogen atmosphere. Raised the temperature of the reaction mixture to -75 to -70 C. and stirred for 2 hrs at the same temperature. A solution of methane sulfonic acid (91.4 ml) in methanol (500 ml) was slowly added to the reaction mixture at -75 to -70 C. The temperature of the reaction mixture was slowly raised to 0-5 C. and then to 10-15 C. The reaction mixture was stirred for 18 hrs at 10-15 C. 10% aqueous sodium bicarbonate solution was added to the reaction mixture at 10-15 C. The temperature of the reaction mixture was raised to 25-30 C. and stirred for 15 mins. Separated the both organic and aqueous layers, the aqueous layer was extracted with ethyl acetate. Both the organic layers were combined, washed with 10% aqueous sodium chloride solution and then distilled off the solvent completely from the organic layer under reduced pressure. Cooled the obtained compound to 40-45 C. and then co-distilled with toluene. Toluene (100 ml) was added to the obtained compound at 25-30 C. and stirred for 20 mins at the same temperature. Diisopropyl ether (500 ml) was added to the reaction mixture at 25-30 C. Cooled the reaction mixture to 15-20 C. and stirred for 2 hrs at the same temperature. Settled the reaction mixture and decanted the upper organic layer. Distilled off the solvent from the bottom to get title compound. Yield: 135 gms; Purity by HPLC: 89.02%.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSN LABORATORIES PRIVATE LIMITED; Thirumalai Rajan, Srinivasan; Eswaraiah, Sajja; (15 pag.)US2017/29398; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 461432-23-5, 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene (4.9 g, 15 mmol) and 20 mL of tetrahydrofuran were added to a 50 mL three-necked flask, and the mixture was stirred and cooled to -5 to 0 C.Isopropylmagnesium chloride Grignard reagent (8 mL, 2 mol/L) was slowly added dropwise, and the system was stirred at 0 C for 2 h.In another 100mL three-neck bottle, add(2R,3R,4S,5R,6R)-2-bromo-6-(pivaloyloxymethyl)tetrahydro-2H-pyran-3,4,5-tripivalyl ester (IIb, 5.8 g , 10 mmol), tetramethylethylenediamine (5 wt%),Cobalt triacetylacetonate (5 wt%) and 20 mL of tetrahydrofuran were cooled to 0 C.Slowly add the Grignard reagent in the previous 50mL bottle and add it in about 30min.The system was warmed to 25-30 C, stirred under heat for 2 h, and the system was quenched with 1N aqueous hydrochloric acid.The organic phase was extracted with EtOAc, brine and brine.Column chromatography (PE/EA = 6/1) gave the target product (5.4 g, yield 72%).

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, 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Fangnan Biological Technology Co., Ltd.; Zhang Nian; (6 pag.)CN104059041; (2018); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 461432-23-5, A common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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 4-(5-Bromo-2-chlorobenzyl)phenol At -78C, to a stirred solution of 4-bromo-1-chloro-2-(4-ethoxybenzyl) benzene (8.47 g, 0.026 mol) (according to the synthesis procedure in the reference: ) in dichloromethane (250 mL) was added slowly a solution of tribromoborane in dichloromethane (8 mL, 4 M) in drops, the mixture was stirred at -78C for further 30 minutes and then 1 hour at room temperature. Saturated aqueous sodium bicarbonate (200 mL) was added dropwise, the mixture was extracted for 3 times with ethyl acetate. The organic phases were combined and washed with saturated brine for one time, dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 10:1) to afford the target compound. Yield: 6.85 g (89% of theoretical value). LC-MS (ESI): m/z = 297/299(Cl)[M+H]+.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Yingli Science And Technology Co., Ltd; Shanghai Pharmvally Innovation Institution Of Biomedicine; Shanghai Chempartner Co., Ltd; XU, Zusheng; QIAN, Su; EP2676965; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics