3-(4-chlorophenyl)-2-phenylpropanoic acid

Base Information

• Chemical Name: 3-(4-chlorophenyl)-2-phenylpropanoic acid
• CAS No.: 2901-30-6
• Molecular Formula: C₁₅H₁₃ClO₂
• Molecular Weight: 260.72
• Mol file: 2901-30-6.mol

Synonyms:3-(4-chlorophenyl)-2-phenylpropanoic acid

Chemical Property of 3-(4-chlorophenyl)-2-phenylpropanoic acid

Chemical Property:

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4-chlorophenyl)-2-phenylpropanoic acid

There total 11 articles about 3-(4-chlorophenyl)-2-phenylpropanoic 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: 99.0%

4-chlorobenzyl bromide (622-95-7) + benzeneacetic acid methyl ester (101-41-7) → (±)-3-(4-chlorophenyl)-2-phenylpropanoic acid (2901-30-6)

Guidance literature:

benzeneacetic acid methyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - -55 ℃; for 2h; Inert atmosphere; Cooling with acetone-dry ice;

4-chlorobenzyl bromide; In tetrahydrofuran; hexane; at -55 - 20 ℃; for 2h;

With water; sodium hydroxide; In tetrahydrofuran; methanol; for 22h;

Reference yield:

3-(4-chlorophenyl)-2-phenylpropanoic acid methyl ester (92907-23-8) → (±)-3-(4-chlorophenyl)-2-phenylpropanoic acid (2901-30-6)

Guidance literature:

With lithium hydroxide; In water; acetonitrile; at 20 ℃; for 72h;

DOI:10.1021/jm060996+

Reference yield:

1-chloro-4-styrylbenzene (1657-49-4,1657-50-7,4714-23-2,130059-92-6,130059-96-0) + carbon dioxide (124-38-9,18923-20-1) → (±)-2-(4-chlorophenyl)-3-phenylpropanoic acid (787-27-9) + (±)-3-(4-chlorophenyl)-2-phenylpropanoic acid (2901-30-6)

Guidance literature:

1-chloro-4-styrylbenzene; With 9-borabicyclo-[3.3.1]nonane dimer; In 1,4-dioxane; at 65 ℃; for 16h;

carbon dioxide; With copper(l) iodide; 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene hydrochloride; cesium fluoride; at 120 ℃; for 16h;

With hydrogenchloride; In water;

DOI:10.1021/acscatal.6b03571

upstream raw materials:

phenylacetic acid

1-Chloro-4-(chloromethyl)benzene

3-(4-chlorophenyl)-2-phenylpropanenitrile

3-(4-chlorophenyl)-2-phenylpropanoic acid methyl ester

Downstream raw materials:

N-[3-(4-chlorophenyl)-2-phenyl-1-methylpropyl]-amine hydrochloride

2-(N-tert-butoxycarbonylamino)-4-(4-chlorophenyl)-3-phenylbutane

4-(4-chlorophenyl)-2-methanesulfonyloxy-3-phenylbutane

2-azido-4-(4-chlorophenyl)-3-phenylbutane

Refernces

• 1、 Juhl, Martin,Laursen, Simon L. R.,Huang, Yuxing,Nielsen, Dennis U.,Daasbjerg, Kim,Skrydstrup, Troels. "Copper-catalyzed carboxylation of hydroborated disubstituted alkenes and terminal alkynes with cesium fluoride". . p. 1392 - 1396. Retrieved 2017/05/24.
• 2、 Lin, Linus S.,Lanza Jr., Thomas J.,Jewell, James P.,Liu, Fing,Shah, Shrenik K.,Qi, Hongbo,Tong, Xinchun,Wang, Junying,Xu, Suoyu S.,Fong, Tung M.,Shen, Chun-Pyn,Lao, Julie,Xiao, Jing Chen,Shearman, Lauren P.,Stribling, D. Sloan,Rosko, Kimberly,Strack, Alison,Marsh, Donald J.,Feng, Yue,Kumar, Sanjeev,Samuel, Koppara,Yin, Wenji,Van Der Ploeg, Lex H. T.,Goulet, Mark T.,Hagmann, William K.. "Discovery of N-[(1S,2S)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1- methylpropyl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide (MK-0364), a novel, acyclic cannabinoid-1 receptor inverse agonist for the treatment of obesity". . p. 7584 - 7587. Retrieved 2007/10/03.