4-Fluorobenzoic Acid → 4-Fluorobenzoyl chloride

HRID 605243Notes

Reaction equation

HRID 605243 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:14])=O>ClC(Cl)C>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:14])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 99734-Fluorobenzoic AcidHCID 65578Oxalyl chloride

Product 1

HCID 678794-Fluorobenzoyl chlorideYield 96%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

To a solution of 4-fluorobenzoic acid (5.0 g. 35.7 mmol) in dichloroethane (50 mL) was added oxalyl chloride (5.6 g, 44.6 mmol) drop wise. The reaction was stirred for 16 h. The excess oxalyl chloride and solvent were removed under reduced pressure. The residue was chased with benzene to give the desired product (5.4 g, 96%).

Workup

  1. customThe excess oxalyl chloride and solvent were removed under reduced pressure

Sources & evidence

ORD record
ord-681c3ebc630148fa85f93819ec2355c1
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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