METHYL (E)-4-(4-CHLOROPHENYL)-4-OXO-2-BUTENOATE

Base Information

• Chemical Name: METHYL (E)-4-(4-CHLOROPHENYL)-4-OXO-2-BUTENOATE
• CAS No.: 32149-26-1
• Molecular Formula: C₁₁H₉ClO₃
• Molecular Weight: 224.644
• Mol file: 32149-26-1.mol

Synonyms:(E)-methyl 4-(4-chlorophenyl)-4-oxobut-2-enoate

Chemical Property of METHYL (E)-4-(4-CHLOROPHENYL)-4-OXO-2-BUTENOATE

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

METHYL (E)-4-(4-CHLOROPHENYL)-4-OXO-2-BUTENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of METHYL (E)-4-(4-CHLOROPHENYL)-4-OXO-2-BUTENOATE

There total 7 articles about METHYL (E)-4-(4-CHLOROPHENYL)-4-OXO-2-BUTENOATE 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: 95.0%

(E)-4-oxo-4-(4-chloro-phenyl)-but-2-enoic acid (29582-39-6) + methyl iodide (74-88-4) → (E)-methyl 4-(4-chlorophenyl)-4-oxobut-2-enoate (32149-26-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ml200141e

Reference yield: 77.0%

dimethyl tartrate (405897-14-5) + 4-chlorobenzoylmethylenetriphenylphosphorane (1777-56-6) → (E)-methyl 4-(4-chlorophenyl)-4-oxobut-2-enoate (32149-26-1)

Guidance literature:

dimethyl tartrate; With periodic acid; at 20 ℃; for 1h;

4-chlorobenzoylmethylenetriphenylphosphorane; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h;

DOI:10.1002/anie.201306786

Reference yield:

methanol (67-56-1) + (E)-4-oxo-4-(4-chloro-phenyl)-but-2-enoic acid (29582-39-6) → (E)-methyl 4-(4-chlorophenyl)-4-oxobut-2-enoate (32149-26-1)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; In dichloromethane;

DOI:10.1021/acschembio.0c00894

upstream raw materials:

methanol

(E)-4-oxo-4-(4-chloro-phenyl)-but-2-enoic acid

methyl iodide

4-chlorobenzoylmethyl bromide

Downstream raw materials:

methyl 4-(4-chlorophenyl)-4-oxobutanoate

Refernces

• 1、 Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He. "Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water". . p. 4327 - 4337. Retrieved 2021/05/31.
• 2、 Li, Xiaokai,Liu, Nina,Zhang, Huaning,Knudson, Susan E.,Li, Huei-Jiun,Lai, Cheng-Tsung,Simmerling, Carlos,Slayden, Richard A.,Tonge, Peter J.. "CoA adducts of 4-oxo-4-phenylbut-2-enoates: Inhibitors of MenB from the M. tuberculosis menaquinone biosynthesis pathway". experimental part. p. 818 - 823. Retrieved 2012/01/06.