Category: 461432-23-5

461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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. SDS of cas: 461432-23-5

To a solution of Example IB (200 g, 0.614 mol) in anhydrous toluene/TEtaF (1.2 L, 2:1 (v/v)) was added n-BuLi (2.5 M in hexane, 295 mL) dropwise at -65 0C. The reaction was stirred at -65 0C for 30 min. Then the mixture was transferred by a cannula to a solution of (5i?,^5i?,(5i?)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2/f- pyran-2-one) (373 g, 0.798 mol) in toluene (1.2 L ) at -65 0C. The mixture was stirred at -65 0C until starting material was consumed (2 h). The reaction was quenched with hydrochloric acid (36-38%, 113 mL, 1.35 mol) in methanol (800 mL), and stirred at room temperature overnight. The reaction was neutralized with saturated sodium bicarbonate to pEta 7.5 and the organic phase was separated and the aqueous phase was extracted with ethyl acetate (2 x 3.0 L). The combined organic layers were washed with brine (2 x 2.0 L), dried over sodium sulfate and concentrated. The residue was dissolved in hot toluene (600 mL) and poured into n-hexane (2.0 L) with vigorous stirring. After stirring for Ih, the mixture was filtered and the filter cake was dried under vacuum to give the desired product as a white solid. This solid was used without further purification in the next step. MS ESI (m/z) 439[M+1]+

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

Reference:
Patent; THERACOS, INC.; LIOU, Jason; WU, Yuelin; LI, Shengbin; XU, Ge; WO2010/22313; (2010); A2;,
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.

At -78 & lt; 0 & gt; C,A solution of n-butyllithium in n-hexane(120.9 mL, 290 mmol, 7.2 M) was added dropwise2- (4-ethoxyphenyl) methyl-4-bromo-1-chlorobenzene(90 g, 276.3 mmol,Purchased in Shanghai Jinsai Pharmaceutical Company)Of anhydrous tetrahydrofuran(750 mL)After stirring at -78 & lt; 0 & gt; C for 40 min,(3R, 4S, 5R, 6R) -3,4,5-tris (trimethylsiloxy) -6 – [(trimethylsiloxy) methyl] -tetrahydropyran-2-one 1b (141.9 g, 304 mmol)ofAnhydrous tetrahydrofuran(150 mL)The solution was added dropwise to the reaction system.Drop finished,Stirring was continued at -78 & lt; 0 & gt; C for 5 hours.At -78 & lt; 0 & gt; C,The reaction was quenched by the slow addition of 300 mL of saturated ammonium chloride solution, warmed to room temperature and concentrated in vacuo to remove most of the solvent. The residue was added to 450 mLWater, extracted with ethyl acetate (450 mL x 3). The organic phases were combined and washed with saturated brine (600 mL) and dried over anhydrous sodium sulfateThe filtrate was concentrated under reduced pressure to give the title compound lc (208.9 g, pale yellow oil) in 100% yield. Crude productDirectly for the next step.

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; Beijing Zhonghaikang Pharmaceutical Co., Ltd.; Zhou Di; Lin Fengwei; Jiao Shuang; Wen Bo; Huang Hai; (29 pag.)CN106674245; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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

Method 4) 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.Slowly add isopropylmagnesium chloride Grignard reagent (8 mL, 2 mol/L).The system was stirred at 0 C for 2 h.In another 100mL three-neck bottle,Add (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triacetyl ester (IIa, 4.1 g, 10 mmol) , tetramethylethylenediamine (10wt%),Cobalt dichloride (10 wt%) and 20 mL of 2-methyltetrahydrofuran,The system was cooled to 0 C.Slowly add the Grignard reagent in the previous 50mL bottle and add it in about 30min.After the completion of the system, the system was warmed to 25 to 30 C, and the mixture was stirred for 2 hours. The system was quenched with 1N aqueous hydrochloric acid and the organic phase was extracted with ethyl acetate.concentrate,Column chromatography (PE/EA=3/1),The target product (4.5 g, yield 84%) was obtained.

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

Reference:
Patent; Shanghai Fangnan Biological Technology Co., Ltd.; Zhang Nian; (6 pag.)CN104059041; (2018); B;,
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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, A new synthetic method of this compound is introduced below., name: 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

To a stirred solution of 4-bromo-l-chloro-2-(4-ethoxybenzyl)benzene (747 g, 2.31 mol) in dichloromethane was added boron tribromide (1.15 kg, 4.62 mol) slowly at -78 C. The reaction mixture was allowed to rise to room temperature. When the reaction was complete as measure by TLC, the reaction was quenched with water. The mixture was extracted with dichloromethane. The organic layer was washed with aqueous solution of saturated sodium bicarbonate, water, brine, dried over Na2S04, and concentrated. The residue was recrystallized in petroleum ether to give the title compound as a white solid (460 g, yield 68%). 1H NMR (CDC13, 400MHz): delta 7.23-7.29 (m, 3H), 7.08 (d, J=8.8 Hz, 2H), 6.79 (d, J=8.8 Hz, 2H), 5.01 (s, 1H), 4.00 (s, 2H).

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; THERACOS, INC.; CAI, Mengzhuang; LIU, Qian; XU, Ge; LV, Binhua; SEED, Brian; ROBERGE, Jacques; WO2011/153712; (2011); 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 461432-23-5

Under argon protection conditions,300 mL of dried tetrahydrofuran (THF) was added to a 1 L three-necked flask,5-bromo-2-chloro-4-ethyldiphenylmethane (65.5 g, 200 mmol)The temperature of the reaction system was controlled at -78 C with an acetone /(N-BuLi) 80 mL (2.5 mol / L, 200 mmol, 1 eq) was slowly added dropwise. The temperature of the reaction system was controlled at -78 C or lower, and the reaction was continued at the end of the dropwise addition. hour;Then, 19.1 g (100 mmol) of cuprous iodide was slowly added to the reaction system, and the temperature of the reaction system was controlledIn the -40 ~ -30 reaction 1 hour, then slowly to the reaction system drip2,3,4,6-tetra-O-acetyl-alpha-D-pyran bromoglucoseTHF solution (41.5 g, 100 mmol, THF 100 mL, 0.5 eq) was added and the reaction temperature was controlled at -40 to -30 C during the addition and maintained at that temperature for 1 hour,After the addition was complete, the temperature of the reaction system was gradually returned to room temperature for 3 hours.After the reaction was quenched under ice cooling conditions with a saturated NaHCO3 solution to quench the reaction, extracted with ethyl acetate, and the combined organic phases, the organic phase with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a brown crude product was 59.8 g, 300 mL of anhydrous ethanol to give 53.1 g of a white solid (Compound 1:2-chloro-5- (2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl-1-yl)4′-ethoxydiphenylmethane),HPLC detection purity of 98.5% or more, the yield of 93%.

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; Shenzhen Hanyu Pharmaceutical Co., Ltd.; Chen Xinliang; Yao Zhijun; Li Guotao; Liu Jian; Ma Yaping; Yuan Jiancheng; (13 pag.)CN104496952; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics