Benzeneacetic acid, 4-broMo-alpha-(cyclohexylMethylene)-, ethyl ester, (alphaE)-

Base Information

• Chemical Name: Benzeneacetic acid, 4-broMo-alpha-(cyclohexylMethylene)-, ethyl ester, (alphaE)-
• CAS No.: 731018-45-4
• Molecular Formula: C₁₇H₂₁BrO₂
• Molecular Weight: 337.257
• Mol file: 731018-45-4.mol

Synonyms:Benzeneacetic acid, 4-broMo-alpha-(cyclohexylMethylene)-, ethyl ester, (alphaE)-

Chemical Property of Benzeneacetic acid, 4-broMo-alpha-(cyclohexylMethylene)-, ethyl ester, (alphaE)-

Chemical Property:

• PSA: 26.30000
• LogP: 4.97590

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

(E)-Ethyl2-(4-bromophenyl)-3-cyclohexylacrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetic acid, 4-broMo-alpha-(cyclohexylMethylene)-, ethyl ester, (alphaE)-

There total 3 articles about Benzeneacetic acid, 4-broMo-alpha-(cyclohexylMethylene)-, ethyl ester, (alphaE)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

ethyl 4-bromophenylglyoxylate (20201-26-7) + (cyclohexylmethyl)triphenylphosphonium iodide (91312-70-8) → 2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester (731018-45-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2006.02.110

Reference yield:

ethyl 4-bromophenylglyoxylate (20201-26-7) → 2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester (731018-45-4)

Guidance literature:

cyclohexyltriphenylphosphonium bromide; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

ethyl 4-bromophenylglyoxylate; In tetrahydrofuran; at 20 ℃; for 60h;

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester (731018-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / AlCl₃ / CH₂Cl₂ / 4 h / -10 - 20 °C

2: 80 percent / LiHMDS / tetrahydrofuran / 16 h / 0 - 20 °C

With aluminium trichloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1: Friedel-Crafts acylation / 2: Wittig reaction;

DOI:10.1016/j.tetlet.2006.02.110

upstream raw materials:

ethyl 4-bromophenylglyoxylate

(cyclohexylmethyl)triphenylphosphonium iodide

bromobenzene