4-Bromobenzoic acid → 4-Bromobenzoyl chloride

HRID 1589743Notes

Reaction equation

HRID 1589743 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][CH:3]=1.O=S(Cl)[Cl:13]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:13])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 114644-Bromobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 685154-Bromobenzoyl chlorideYield 98%

Procedure

101 g (0.5 mol) of 4-bromobenzoic acid was refluxed in 73 cm3 (1.0 mol) of SOCl2 for 3 hours on a warm water bath. The excess SOCl2 was distilled off under reduced pressure on the warm water bath using an aspirator to yield 108 g (0.49 mol) of 4-bromobenzoic acid chloride.

Workup

  1. distillationThe excess SOCl2 was distilled off under reduced pressure on the warm water bath

Sources & evidence

ORD record
ord-233aae92c2e74a10b9d6178daea0d159
Source dataset
uspto-grants-1993_04
Patent number
US05200110

Reaction notes

Loading…