2-Propenoic acid, 3-(3-chloro-4-hydroxyphenyl)-, methyl ester, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(3-chloro-4-hydroxyphenyl)-, methyl ester, (E)-
• CAS No.: 185527-66-6
• Molecular Formula: C10H9ClO3
• Molecular Weight: 212.633
• Mol file: 185527-66-6.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-(3-chloro-4-hydroxyphenyl)-, methyl ester, (E)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3-(3-chloro-4-hydroxyphenyl)-, methyl ester, (E)-

There total 3 articles about 2-Propenoic acid, 3-(3-chloro-4-hydroxyphenyl)-, methyl ester, (E)- 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: 78.0%

4-bromo-2-chlorophenol (3964-56-5) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl E-(3-chloro-4-hydroxyphenyl)acrylate (185527-66-6)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; at 100 ℃; for 4h;

DOI:10.1021/jm049440h

Reference yield:

4-hydroxy-3-chlorobenzaldehyde (2420-16-8) → methyl E-(3-chloro-4-hydroxyphenyl)acrylate (185527-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 3 h / Heating

2: Dowex 50 W (8200 4) / Heating

With Dowex 50 W (8200 4); In pyridine;

Reference yield:

methanol (67-56-1) + (E)-3-(3-chloro-4-hydroxyphenyl)acrylic acid → methyl E-(3-chloro-4-hydroxyphenyl)acrylate (185527-66-6)

Guidance literature:

With Dowex 50 W (8200 4); Heating;

upstream raw materials:

methanol

4-bromo-2-chlorophenol

acrylic acid methyl ester

4-hydroxy-3-chlorobenzaldehyde

Downstream raw materials:

methyl E-3-(3-chloro-4-trifluoromethanesulfonyloxyphenyl)acrylate

3-Cl-AHPC

methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

Refernces

• 1、 Cincinelli, Raffaella,Dallavalle, Sabrina,Nannei, Raffaella,Carella, Serena,De Zani, Daniele,Merlini, Lucio,Penco, Sergio,Garattini, Enrico,Giannini, Giuseppe,Pisano, Claudio,Vesci, Loredana,Carminati, Paolo,Zuco, Valentina,Zanchi, Chiara,Zunino, Franco. "Synthesis and structure-activity relationships of a new series of retinoid-related biphenyl-4-ylacrylic acids endowed with antiproliferative and proapoptotic activity". . p. 4931 - 4946. Retrieved 2007/10/03.