(E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate

Base Information

• Chemical Name: (E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate
• CAS No.: 1309595-87-6
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 1309595-87-6.mol

Synonyms:(E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate

Chemical Property of (E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate

There total 1 articles about (E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate 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: 67.0%

4-methoxy-trans-cinnamaldehyde (24680-50-0,71277-11-7,1963-36-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate (1309595-87-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; phenol; at 20 ℃; for 96h; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.070

Reference yield:

(E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate (1309595-87-6) → C14H15BrO3

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 ℃; for 1.16667h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.03.070

Reference yield:

(E)-methyl 3-hydroxy-5-(4-methoxyphenyl)-2-methylenepent-4-enoate (1309595-87-6) → (E)-methyl 3-(2-bromophenyl)hydroxymethyl-5-(4-methoxyphenyl)-2-methylenepent-4-enoate

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / dichloromethane / 1.17 h / 0 °C / Inert atmosphere; Reflux

2: indium / tetrahydrofuran; water / 1 h / 20 °C

With indium; phosphorus tribromide; In tetrahydrofuran; dichloromethane; water; 2: Barbier reaction;

DOI:10.1016/j.tet.2011.03.070

upstream raw materials:

4-methoxy-trans-cinnamaldehyde

acrylic acid methyl ester