(Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester

Base Information

• Chemical Name: (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester
• CAS No.: 42393-23-7
• Molecular Formula: C₁₂H₁₁BrO₄
• Molecular Weight: 299.121
• Mol file: 42393-23-7.mol

Synonyms:(Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester

Chemical Property of (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester

There total 3 articles about (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl 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: 74.0%

(E)-methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate (105213-31-8) → (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester (42393-23-7)

Guidance literature:

With pyridine; bromine; In tetrachloromethane; at 10 ℃; for 1h;

DOI:10.1016/S0040-4039(00)78452-8

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester (42393-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BF₃*Et₂O; 2.) silica gel / 1.) CH₂Cl₂, -78 deg C, 3 h; 2.) toluene, reflux, overnight

2: 74 percent / bromine, pyridine / CCl₄ / 1 h / 10 °C

With pyridine; boron trifluoride diethyl etherate; bromine; silica gel; In tetrachloromethane;

DOI:10.1016/S0040-4039(00)78452-8

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (Z)-3-Bromo-4-(4-methoxy-phenyl)-2-oxo-but-3-enoic acid methyl ester (42393-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / montmorillonite K 10 / methanol / 72 h / Ambient temperature

2: 1.) BF₃*Et₂O; 2.) silica gel / 1.) CH₂Cl₂, -78 deg C, 3 h; 2.) toluene, reflux, overnight

3: 74 percent / bromine, pyridine / CCl₄ / 1 h / 10 °C

With pyridine; Montmorillonite K 10; boron trifluoride diethyl etherate; bromine; silica gel; In methanol; tetrachloromethane;

DOI:10.1016/S0040-4039(00)78452-8

upstream raw materials:

(E)-methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate

p-Anisaldehyde dimethyl acetal

4-methoxy-benzaldehyde