Benzenebutanoic acid, b-methylene-

Base Information

• Chemical Name: Benzenebutanoic acid, b-methylene-
• CAS No.: 90252-79-2
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Mol file: 90252-79-2.mol

Synonyms:

Chemical Property of Benzenebutanoic acid, b-methylene-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenebutanoic acid, b-methylene-

There total 7 articles about Benzenebutanoic acid, b-methylene- 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: 81.0%

benzyl(bromo)zinc (62673-31-8) + 3-iodo-3-butenoic acid (157104-38-6) → 3-benzylbut-3-enoic acid (90252-79-2)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In diethyl ether; N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1021/jo0007579

Reference yield: 72.0%

carbon dioxide (124-38-9,18923-20-1) + (2-(bromomethyl)prop-3-en-1-yl)benzene (437709-07-4) → 3-benzylbut-3-enoic acid (90252-79-2)

Guidance literature:

carbon dioxide; (2-(bromomethyl)prop-3-en-1-yl)benzene; With indium; cesium fluoride; In N,N-dimethyl-formamide; at 60 ℃; for 14h; under 15001.5 Torr; Autoclave;

With hydrogenchloride; water; In ethyl acetate; N,N-dimethyl-formamide; regioselective reaction;

DOI:10.1039/c4cc00148f

Reference yield: 71.0%

carbon dioxide (124-38-9,18923-20-1) + 2-benzylallyl alcohol (30457-89-7) → 3-benzylbut-3-enoic acid (90252-79-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; N,N-dimethyl acetamide; 4,4'',6,6''-tetramethyl-2,2':6',2''-terpyridine; triethylamine; calcium chloride; zinc; at 20 ℃; for 16h; under 760.051 Torr; Reagent/catalyst; Schlenk technique; Glovebox;

DOI:10.1002/anie.201702857

upstream raw materials:

4-methyleneoxetan-2-one

benzyl chloride

benzyl(bromo)zinc

3-iodo-3-butenoic acid

Downstream raw materials:

4-(phenylmethyl)-2(5H)-furanone

2-benzylprop-2-en-1-yl acetate

N-(2-benzylprop-2-en-1-yl)-N,N-bis(p-toluenesulfonyl)imide

3-benzyl-4-(bromomethyl)oxetan-2-one

Refernces

• 1、 Kiyokawa, Kensuke,Yahata, Shunsuke,Kojima, Takumi,Minakata, Satoshi. "Hypervalent iodine(III)-Mediated oxidative decarboxylation of β,γ-unsaturated carboxylic acids". supporting information. p. 4646 - 4649. Retrieved 2015/01/09.
• 2、 Sun, Xianfeng,Zhou, Le,Wang, Chun-Jiang,Zhang, Xumu. "Rh-catalyzed highly enantioselective synthesis of 3-arylbutanoic acids". . p. 2623 - 2626. Retrieved 2008/02/13.