3-Butenoic acid, 2-methyl-4-phenyl-, methyl ester, (E)-

Base Information

• Chemical Name: 3-Butenoic acid, 2-methyl-4-phenyl-, methyl ester, (E)-
• CAS No.: 33599-85-8
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol file: 33599-85-8.mol

Synonyms:

Chemical Property of 3-Butenoic acid, 2-methyl-4-phenyl-, methyl ester, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Butenoic acid, 2-methyl-4-phenyl-, methyl ester, (E)-

There total 15 articles about 3-Butenoic acid, 2-methyl-4-phenyl-, 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: 72.0%

2-chloro-propionic acid methyl ester (17639-93-9) + [(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) → (E)-2-methyl-4-phenyl-3-butenoic acid methyl ester (33599-85-8)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide; In N,N-dimethyl-formamide; at 60 ℃; Electrochemical reaction;

DOI:10.1021/jo000182f

Reference yield: 46.0%

bromostyrene (103-64-0,1340-14-3) + Methyl 2-<(methoxallyl)oxy>acetate → (E)-2-methyl-4-phenyl-3-butenoic acid methyl ester (33599-85-8)

Guidance literature:

With pyridine; nickel(II) iodide; 4,5-dihydro-2-(pyridin-2-yl)-1H-imidazole; magnesium chloride; zinc; In N,N-dimethyl acetamide; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00174

Reference yield: 42.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + ethyl 2-(2-tosylhydrazono)propanoate → (E)-2-methyl-4-phenyl-3-butenoic acid methyl ester (33599-85-8)

Guidance literature:

With diphenylsilane; palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium iodide; In N,N-dimethyl acetamide; at 45 ℃; for 16h; Glovebox; Schlenk technique;

DOI:10.1002/anie.202110924

upstream raw materials:

styrene

acrylic acid methyl ester

(E)-methyl 4-phenylbut-3-enoate

methyl iodide

Downstream raw materials:

methyl 2-methyl-2-<2-(phenylsulfinyl)-1-ethyl>-4-phenylbut-3-enoate

(E)-2-methyl-4-phenylbut-3-enoic acid

(S,E)-2-methyl-4-phenyl-3-butenoic acid

(2R)-methyl 2-methyl-2-(trans-styryl)acetate