Thionyl Chloride → 5-Chloro-2,4-dimethoxybenzoyl chloride

HRID 1872693Notes

Reaction equation

HRID 1872693 reaction equation
[Cl:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7](O)=[O:8].S(Cl)([Cl:17])=O>ClCCl>[Cl:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([Cl:17])=[O:8]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 3143495-Chloro-2,4-dimethoxybenzoic acid

Product 1

HCID 186874425-Chloro-2,4-dimethoxybenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-chloro-2,4-dimethoxybenzoic acid (6.4 g) in dichloromethane (250 ml) was treated with thionyl chloride (30 ml) and the mixture heated at reflux for 18h. Removal of volatile material in vacuo afforded the title compound as a white solid (6.6 g).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 18h
  3. customRemoval of volatile material in vacuo

Sources & evidence

ORD record
ord-100a7975bfce428e8b4580bee5456d0b
Source dataset
uspto-grants-2000_08
Patent number
US06110934

Reaction notes

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