methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate

Base Information

• Chemical Name: methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate
• CAS No.: 213999-88-3
• Molecular Formula: C₁₂H₁₃BrO₃
• Molecular Weight: 285.137
• Mol file: 213999-88-3.mol

Synonyms:methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate

Chemical Property of methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate

There total 4 articles about methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-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: 99.0%

methyl 2-[hydroxy(4-methoxyphenyl)methyl]prop-2-enoate (115240-92-1) → methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate (213999-88-3)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 1.5h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.02.132

Reference yield: 95.0%

(E)-methyl 2-methyl-3-(p-methoxyphenyl)prop-2-enoate (126356-04-5) → methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate (213999-88-3)

Guidance literature:

With N-Bromosuccinimide; azobisisobutyronitrile; In tetrachloromethane; for 7h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1002/cjoc.201400361

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate (213999-88-3)

Guidance literature:

Multi-step reaction with 2 steps

2: lithium bromide / Acidic conditions

With lithium bromide; 1: Morita-Baylis-Hillman reaction;

DOI:10.1002/hc.21001

upstream raw materials:

methyl 2-[hydroxy(4-methoxyphenyl)methyl]prop-2-enoate

4-methoxy-benzaldehyde

(E)-methyl 2-methyl-3-(p-methoxyphenyl)prop-2-enoate

(E)-3-(4-methoxyphenyl)-2-methylacrylic acid

Downstream raw materials:

(E)-3-(4-methoxybenzylidene)chroman-4-one

(3E)-2,3-dihydro-7-methoxy-3-[(4-methoxyphenyl)-methylene]-4H-1-benzopyran-4-one

(E)-3-(4-methoxybenzylidene)-6-methoxychroman-4-one

(E)-3-(4-Methoxy-phenyl)-2-phenoxymethyl-acrylic acid