Thionyl Chloride → 4-Bromo-2-fluorobenzoyl chloride

HRID 1523740Notes

Reaction equation

HRID 1523740 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([F:11])[CH:3]=1.O=S(Cl)[Cl:14]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:14])=[O:7])=[C:4]([F:11])[CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 3026814-Bromo-2-fluorobenzoic acid

Product 1

HCID 27340264-Bromo-2-fluorobenzoyl chloride

Procedure

A solution of 4-bromo-2-fluorobenzoic acid (10.8 g, 50.0 mmol) in SOCl2 (50 mL) was stirred at 70° Celsius for 1 hour. After cooling to rt, the resulting mixture was concentrated to give 4-bromo-2-fluorobenzoyl chloride as colorless oil, which was used directly in the next step without purification.

Workup

  1. concentrationthe resulting mixture was concentrated

Sources & evidence

ORD record
ord-baccf2661bbe46868e013a79468863ac
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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