4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

Base Information

• Chemical Name: 4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester
• CAS No.: 1206896-65-2
• Molecular Formula: C₁₃H₁₃ClO₂
• Molecular Weight: 236.698
• Mol file: 1206896-65-2.mol

Synonyms:4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 3 articles about 4-(2-chloro-phenyl)-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: 40.0%

[1-(ethoxycarbonyl)propyl]triphenylphosphonium bromide (54110-95-1) + 2-(2-chlorophenyl)acetyl chloride (51512-09-5) → 4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester (1206896-65-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 10.3h;

DOI:10.1039/b917793k

Reference yield:

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) + 2-(2-chlorophenyl)acetyl chloride (51512-09-5) → 4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester (1206896-65-2)

Guidance literature:

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

DOI:10.1021/ol3018775

Reference yield:

2'-chloro-benzeneacetic acid (2444-36-2) → 4-(2-chloro-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester (1206896-65-2)

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

upstream raw materials:

[1-(ethoxycarbonyl)propyl]triphenylphosphonium bromide

2-(2-chlorophenyl)acetyl chloride

(carbethoxyethylidene)triphenylphosphorane

2'-chloro-benzeneacetic acid

Downstream raw materials:

C₁₃H₁₂ClFO₃

4-methylphenylacetyl chloride

2-(1-phenyl-1H-indol-2-yl)propionic acid

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