4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

Base Information

• Chemical Name: 4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester
• CAS No.: 1393822-59-7
• Molecular Formula: C₁₄H₁₅BrO₃
• Molecular Weight: 311.175
• Mol file: 1393822-59-7.mol

Synonyms:4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

Chemical Property of 4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

There total 2 articles about 4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester 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:

2-(2-bromo-4-methoxyphenyl)acetyl chloride (1232402-65-1) + (carbethoxyethylidene)triphenylphosphorane (21382-82-1) → 4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester (1393822-59-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol3018775

Reference yield:

2-(2-bromo-4-(methoxy)phenyl)acetic acid (66916-99-2) → 4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester (1393822-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / dichloromethane / 1.25 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; In dichloromethane; 2: |Wittig-Horner Reaction;

DOI:10.1021/ol3018775

Reference yield: 62.0%

4-(2-bromo-4-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester (1393822-59-7) + aniline (62-53-3) → 2-(6-methoxy-1-phenyl-1H-indol-2-yl)propionic acid ethyl ester (1393822-47-3)

Guidance literature:

With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/ol3018775

upstream raw materials:

2-(2-bromo-4-methoxyphenyl)acetyl chloride

(carbethoxyethylidene)triphenylphosphorane

2-(2-bromo-4-(methoxy)phenyl)acetic acid

Downstream raw materials:

2-(6-methoxy-1-phenyl-1H-indol-2-yl)propionic acid ethyl ester