o-Chlorophenylacetic acid → Acetyl chloride, 2-(2-chlorophenyl)-

HRID 1419685Notes

Reaction equation

HRID 1419685 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1CC(O)=O>CN(C)C=O.C(Cl)Cl>[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:1][C:2]([Cl:4])=[O:3]

Participants

5

Reactant 2

HCID 17124o-Chlorophenylacetic acidHCID 65578Oxalyl chloride

Product 1

HCID 182669Acetyl chloride, 2-(2-chlorophenyl)-

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (38 ml) and a few drops of N,N-dimethylformamide was added to a solution of (2-chlorophenyl)acetic acid (50 g) in CH2Cl2 (300 ml). The mixture was stirred at room temperature for 3 hours, and then concentrated under reduced pressure. The residue was distilled under reduced pressure to give (2-chlorophenyl)acetyl chloride (41.24 g) as an oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-deb98a2af6c84caa9968da632cdc7d1e
Source dataset
uspto-grants-1999_03
Patent number
US05888972

Reaction notes

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