METHYL 4-(BROMOMETHYL)-3-CHLOROBENZOATE

Base Information

• Chemical Name: METHYL 4-(BROMOMETHYL)-3-CHLOROBENZOATE
• CAS No.: 74733-30-5
• Molecular Formula: C9H8 Br Cl O2
• Molecular Weight: 263.518
• Hs Code.: 2916399090
• Mol file: 74733-30-5.mol

Synonyms:Methyl4-bromomethyl-3-chlorobenzoate

Chemical Property of METHYL 4-(BROMOMETHYL)-3-CHLOROBENZOATE

Chemical Property:

• PSA: 26.30000
• LogP: 3.02150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Methyl4-(bromomethyl)-3-chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 4-(BROMOMETHYL)-3-CHLOROBENZOATE

There total 5 articles about METHYL 4-(BROMOMETHYL)-3-CHLOROBENZOATE 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: 100.0%

methyl 3-chloro-4-methyl-benzoate (56525-63-4) → methyl 4-Bromomethyl-3-chlorobenzoate (74733-30-5)

Guidance literature:

With N-Bromosuccinimide; Pentabrombenzoylbromid; In tetrachloromethane; for 5h; Heating;

DOI:10.1016/j.bmc.2006.08.001

Reference yield:

methyl 3-chloro-4-methyl-benzoate (56525-63-4) → methyl 3-chloro-4-(dibromomethyl)benzoate (1134777-59-5) + methyl 4-Bromomethyl-3-chlorobenzoate (74733-30-5)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 80 ℃;

Reference yield:

3-chloro-4-methylphenyl trifluoromethanesulfonate → methyl 4-Bromomethyl-3-chlorobenzoate (74733-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dppf / Pd(OAc)2 / dimethylsulfoxide / 2 h / 70 °C

2: 100 percent / N-bromosuccinimide; benzoyl perbromide / CCl₄ / 5 h / Heating

With 1,1'-bis-(diphenylphosphino)ferrocene; N-Bromosuccinimide; Pentabrombenzoylbromid; triethylamine; palladium diacetate; In tetrachloromethane; dimethyl sulfoxide;

DOI:10.1016/j.bmc.2006.08.001

upstream raw materials:

methyl 3-chloro-4-methyl-benzoate

3-chloro-4-methylphenol

3-chloro-4-methylbenzoic acid

Downstream raw materials:

methyl 4-(phthalimidomethyl)-3-chlorobenzoate

(±)-methyl 3-chloro-4-(cyanomethyl)benzoate

4-azidomethyl-3-chlorobenzoic acid methyl ester

Refernces

• 1、 -. "3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF". Paragraph 00525; 00528; 00529. . Retrieved 2017/10/06.
• 2、 Reddy, Kancharla Rajendar,Rajanna, Kamatala C.,Venkateswarlu, Marri,Saiprakash. "Mild Benzylic Monobromination of Methyl Toluates in Aqueous CTAB". . p. 2485 - 2487. Retrieved 2015/07/27.