Thionyl Chloride → 4-Chloro-2-methoxybenzoyl chloride

HRID 55159

Reaction equation

HRID 55159 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([O:11][CH3:12])[C:5](=[CH:9][CH:10]=1)[C:6](O)=[O:7].S(Cl)([Cl:15])=O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:15])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 936824-Chloro-o-anisic acid

Product 1

HCID 221424504-Chloro-2-methoxybenzoyl chloride

Procedure

A solution of 2.0 g of 4-chloro-o-anisic acid in 22 ml of thionyl chloride is heated at reflux for 1 hour. The volatiles are evaporated in vacuo to give a residue which is is concentrated from toluene three times and dried under vacuum to give 2.0 g of the desired product as a residue.

Workup

  1. temperatureat reflux for 1 hour
  2. customThe volatiles are evaporated in vacuo
  3. customto give a residue which
  4. concentrationis is concentrated from toluene three times
  5. customdried under vacuum

Sources & evidence

ORD record
ord-05cfc6f09b254c90ad219e7f8e0c612d
Source dataset
uspto-grants-1997_04
Patent number
US05624923

Linked notes

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