Oxalyl chloride → 2-Chloro-4-fluorobenzoyl chloride

HRID 2304699Notes

Reaction equation

HRID 2304699 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-8530682683074a01816c7d96408f08ed
Source dataset
uspto-grants-2002_08
Patent number
US06437006B1

Reaction notes

Loading…