3-Butenoic acid, 2-Methyl-, phenylMethyl ester

Base Information

• Chemical Name: 3-Butenoic acid, 2-Methyl-, phenylMethyl ester
• CAS No.: 37526-85-5
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.242
• Mol file: 37526-85-5.mol

Synonyms:benzyl 2-methylbut-3-enoate

Chemical Property of 3-Butenoic acid, 2-Methyl-, phenylMethyl ester

Chemical Property:

• Boiling Point: 258.9±9.0 °C(Predicted)
• Density: 1.016±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Butenoic acid, 2-Methyl-, phenylMethyl ester

There total 6 articles about 3-Butenoic acid, 2-Methyl-, phenylMethyl ester 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: 98.0%

2-methylbut-3-enoic acid (53774-20-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-methylbut-3-enoate (37526-85-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; at 20 ℃; for 12h;

DOI:10.1055/s-2007-977446

Reference yield: 20.0%

benzyl 2-bromopropionate (3017-53-6) + vinyl magnesium bromide (1826-67-1) → benzyl 2-methylbut-3-enoate (37526-85-5)

Guidance literature:

With hexamethylenetetramine; cobalt(II) chloride; (S)-2,2'-bis((S)-4-benzyl-4,5-dihydrooxazol-2-yl)-1,1'-biphenyl; In tetrahydrofuran; at -20 ℃; for 12h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c01557

Reference yield:

methylmagnesium bromide (75-16-1) + 4-bromobut-2E-enoic acid benzyl ester (852402-28-9) → benzyl 2-methylbut-3-enoate (37526-85-5) + benzyl (E)-pent-2-enoate (121892-75-9)

Guidance literature:

methylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; (R)-1-[(S_p)-2-(dicyclohexylphosphanyl)ferrocenylethyl]diphenylphosphane; In diethyl ether; dichloromethane; at -78 ℃; Inert atmosphere;

4-bromobut-2E-enoic acid benzyl ester; In diethyl ether; dichloromethane; at -78 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201000109

upstream raw materials:

2-methylbut-3-enoic acid

benzyl bromide

benzyl tiglate

benzyl alcohol

Downstream raw materials:

(6S,E)-benzyl 6-((tert-butoxycarbonyl)amino)-6-(4-(4-((methoxycarbonyl)amino)-2-(2,2,2-trifluoroacetamido)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)-2-methylhex-3-enoate

Refernces

• 1、 -. "FLUOROALKYL-OXADIAZOLES AND USES THEREOF". Paragraph 00233-00234. . Retrieved 2021/06/26.
• 2、 Miao, Bukeyan,Ma, Shengming. "Direct carboxylation of allylic halides with carbon dioxide in the presence of indium". supporting information. p. 3285 - 3287. Retrieved 2014/03/21.