methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate

Base Information

• Chemical Name: methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate
• CAS No.: 151071-02-2
• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.343
• Mol file: 151071-02-2.mol

Synonyms:methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate

Chemical Property of methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate

There total 8 articles about methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate 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: 96.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 4-iodo-2-(3-methylbut-2-en-1-yl)phenyl acetate (151071-04-4) → methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate (151071-02-2)

Guidance literature:

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In toluene; for 20h; Heating;

DOI:10.1016/S0040-4039(00)73632-X

Reference yield: 60.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 4-bromo-2-(3-methyl-2-butenyl)phenyl acetate (151071-01-1) → methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate (151071-02-2)

Guidance literature:

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In toluene; at 100 ℃; for 24h;

DOI:10.1016/S0040-4039(00)73632-X

Reference yield:

prenyl bromide (870-63-3) → methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate (151071-02-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / NaH / toluene / 1 h / 20 °C

2: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / Heating

3: 93 percent / Et₃N; tri(o-tolyl)phosphine / Pd(OAc)2 / toluene / 20 h / Heating

With dmap; sodium hydride; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In dichloromethane; toluene; 3: Mizoroki-Heck reaction;

DOI:10.1016/j.bmc.2006.04.015

upstream raw materials:

diazomethane

acrylic acid methyl ester

4-bromo-2-(3-methyl-2-butenyl)phenyl acetate

4-iodo-2-(3-methylbut-2-en-1-yl)phenyl acetate

Downstream raw materials:

drupanin

(E)-methyl 3-[4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]acrylate