(Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate

Base Information

• Chemical Name: (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate
• CAS No.: 1290052-72-0
• Molecular Formula: C₁₈H₁₇BrO₄
• Molecular Weight: 377.235
• Mol file: 1290052-72-0.mol

Synonyms:(Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate

Chemical Property of (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate

There total 4 articles about (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]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: 94.0%

methyl 3-hydroxy-3-[(5-methoxy-2-phenoxy)phenyl]-2-methylenepropanoate (1290052-64-0) → (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate (1290052-72-0)

Guidance literature:

With N-Bromosuccinimide; dimethylsulfide; In dichloromethane; at 0 - 20 ℃; for 10h; stereoselective reaction;

DOI:10.1055/s-0030-1258392

Reference yield:

5-methoxy-2-(phenoxy)benzaldehyde (934691-76-6) → (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate (1290052-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane; triethanolamine / 48 h / 20 °C

2: N-Bromosuccinimide; dimethylsulfide / dichloromethane / 10 h / 0 - 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; N-Bromosuccinimide; dimethylsulfide; triethanolamine; In dichloromethane; 1: Morita-Baylis-Hillman reaction;

DOI:10.1055/s-0030-1258392

Reference yield:

2-fluoro-5-methoxybenzaldehyde (105728-90-3) → (Z)-methyl 2-bromomethyl-3-[(5-methoxy-2-phenoxy)phenyl]propenoate (1290052-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl acetamide / 170 °C

2: 1,4-diaza-bicyclo[2.2.2]octane; triethanolamine / 48 h / 20 °C

3: N-Bromosuccinimide; dimethylsulfide / dichloromethane / 10 h / 0 - 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; N-Bromosuccinimide; dimethylsulfide; triethanolamine; potassium carbonate; In dichloromethane; N,N-dimethyl acetamide; 2: Morita-Baylis-Hillman reaction;

DOI:10.1055/s-0030-1258392

upstream raw materials:

5-methoxy-2-(phenoxy)benzaldehyde

methyl 3-hydroxy-3-[(5-methoxy-2-phenoxy)phenyl]-2-methylenepropanoate

2-fluoro-5-methoxybenzaldehyde

phenol