3-(2-chlorophenyl)but-2-enoic acid

Base Information

• Chemical Name: 3-(2-chlorophenyl)but-2-enoic acid
• CAS No.: 1049158-08-8
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.633
• Mol file: 1049158-08-8.mol

Synonyms:

Chemical Property of 3-(2-chlorophenyl)but-2-enoic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

3-(2-Chlorophenyl)but-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-chlorophenyl)but-2-enoic acid

There total 4 articles about 3-(2-chlorophenyl)but-2-enoic acid 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: 87.2%

ethyl (2E)-3-(2'-chlorophenyl)but-2-enoate (648425-40-5) → (E)-3-(2-chlorophenyl)but-2-enoic acid (1049158-08-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃;

DOI:10.1016/j.bioorg.2020.104077

Reference yield:

C12H13ClO2 (1056642-37-5) → C10H9ClO2 (1049158-08-8)

Guidance literature:

With potassium hydroxide; In water; at 100 ℃;

DOI:10.1002/cjoc.201700773

Reference yield:

1-(2-chlorophenyl)ethanone (2142-68-9) → (E)-3-(2-chlorophenyl)but-2-enoic acid (1049158-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 3 h / 0 °C

1.2: 20 °C

2.1: sodium hydroxide / ethanol / 20 °C

With sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; mineral oil;

DOI:10.1021/acs.joc.6b00018

upstream raw materials:

ethyl (2E)-3-(2'-chlorophenyl)but-2-enoate

1-(2-chlorophenyl)ethanone

C₁₂H₁₃ClO₂

Downstream raw materials:

(R)-4-(2-chlorophenyl)-6-(trifluoromethyl)-6-(4-chlorophenyl)-5,6-dihydro-2H-pyran-2-one

(R)-4-(2-chlorophenyl)-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one

Refernces

• 1、 Chen, Fei Hu,Liu, Chao,Liu, Xin Hua,Sheng, Xiao Bao,Zhou, Hua. "Design, synthesis and SARs of novel telomerase inhibitors based on BIBR1532". supporting information. . Retrieved 2020/07/21.
• 2、 Wu, Jichang,Mou, Chengli,Chi, Yonggui Robin. "Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters". . p. 333 - 337. Retrieved 2018/03/07.