methyl 2-chloro-5-ethenylbenzoate

Base Information

• Chemical Name: methyl 2-chloro-5-ethenylbenzoate
• CAS No.: 272130-85-5
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.633
• Mol file: 272130-85-5.mol

Synonyms:methyl 2-chloro-5-ethenylbenzoate

Chemical Property of methyl 2-chloro-5-ethenylbenzoate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-chloro-5-ethenylbenzoate

There total 3 articles about methyl 2-chloro-5-ethenylbenzoate 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: 82.0%

potassium vinyltrifluoroborate + methyl 5-bromo-2-chloro-benzoate (251085-87-7) → methyl 2-chloro-5-ethenylbenzoate (272130-85-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; at 80 ℃; for 3.5h; Inert atmosphere;

Reference yield:

tri-n-butyl(vinyl)tin (7486-35-3) + methyl 5-bromo-2-chloro-benzoate (251085-87-7) → methyl 2-chloro-5-ethenylbenzoate (272130-85-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 36h;

DOI:10.1021/jm990448e

Reference yield:

5-bromo-2-chlorobenzoic acid (21739-92-4) → methyl 2-chloro-5-ethenylbenzoate (272130-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 16 h / 60 °C

2: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 3.5 h / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; caesium carbonate; In tetrahydrofuran; water;

upstream raw materials:

tri-n-butyl(vinyl)tin

methyl 5-bromo-2-chloro-benzoate

5-bromo-2-chlorobenzoic acid

Downstream raw materials:

2-chloro-5-[2-(8-oxo-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-benzoic acid methyl ester

2-chloro-5-[2-(8-hydroxy-7,8-dihydro-6H-imidazo[4,5-d][1,3]diazepin-3-yl)-ethyl]-benzoic acid methyl ester

5-(2-bromo-ethyl)-2-chloro-benzoic acid methyl ester

methyl 2-chloro-5-(2-hydroxyethyl)benzoate