methyl (E)-4-(4-tert-butylphenyl)-3-butenoate

Base Information

• Chemical Name: methyl (E)-4-(4-tert-butylphenyl)-3-butenoate
• CAS No.: 1250907-66-4
• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.323
• Mol file: 1250907-66-4.mol

Synonyms:methyl (E)-4-(4-tert-butylphenyl)-3-butenoate

Chemical Property of methyl (E)-4-(4-tert-butylphenyl)-3-butenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E)-4-(4-tert-butylphenyl)-3-butenoate

There total 3 articles about methyl (E)-4-(4-tert-butylphenyl)-3-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: 70.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 1-allyl-4-(tert-butyl)benzene (27798-45-4) → methyl (E)-4-(4-tert-butylphenyl)-3-butenoate (1250907-66-4)

Guidance literature:

With palladium diacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 50 ℃; for 24h; under 760.051 Torr; regioselective reaction;

DOI:10.1039/c1cc15781g

Reference yield:

methyl but-3-enoate (3724-55-8) + C12H17BO2 (1250907-97-1) → (E)-methyl 4-(4-tert-butylphenyl)but-2-enoate (1250907-48-2) + methyl (E)-4-(4-tert-butylphenyl)-3-butenoate (1250907-66-4)

Guidance literature:

With Pd(IiPr)(OTs)2; oxygen; copper(II) bis(trifluoromethanesulfonate); In N,N-dimethyl acetamide; at 40 ℃; for 24h;

DOI:10.1021/ja1060998

Reference yield:

1-bromo-4-tert-butylbenzene (3972-65-4) → methyl (E)-4-(4-tert-butylphenyl)-3-butenoate (1250907-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium / tetrahydrofuran

2: palladium diacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile / 24 h / 50 °C / 760.05 Torr

With palladium diacetate; magnesium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; acetonitrile;

DOI:10.1039/c1cc15781g

upstream raw materials:

methyl but-3-enoate

C₁₂H₁₇BO₂

methanol

carbon monoxide

Refernces

• 1、 Werner, Erik W.,Sigman, Matthew S.. "A highly selective and general palladium catalyst for the oxidative heck reaction of electronically nonbiased olefins". supporting information; experimental part. p. 13981 - 13983. Retrieved 2010/12/24.