Oxalyl chloride → 2-Chloro-4-fluorobenzoyl chloride

HRID 1635810Notes

Reaction equation

HRID 1635810 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Cl:7][C:8]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13]C=1C(O)=O>ClCCl.CN(C)C=O>[Cl:7][C:8]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:1]=1[C:2]([Cl:4])=[O:3]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 752592-Chloro-4-fluorobenzoic acid

Product 1

HCID 27365462-Chloro-4-fluorobenzoyl chlorideYield 97.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (2.60 g) was added to a suspension of 2-chloro-4-fluorobenzoic acid (3.44 g) in dichloromethane (50 ml). Two drops of dimethylformamide were added and the mixture was stirred for 18 hours at room temperature. The resultant solution was evaporated to give the crude 2-chloro-4-fluorobenzoyl chloride as a viscous oil (3.72 g).

Workup

  1. customThe resultant solution was evaporated

Sources & evidence

ORD record
ord-38effb4034db490eb65a27822f61a5b6
Source dataset
uspto-grants-2003_01
Patent number
US06511974B1

Reaction notes

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