4-Bromobenzoic acid → 4-Bromobenzoyl chloride

HRID 1291090Notes

Reaction equation

HRID 1291090 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>>[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 100%

Procedure

1.5 g (0.00745 mol) of 4-bromobenzoic acid were dissolved in 25 ml of thionyl chloride under argon and boiled under reflux for 2 hrs. The excess thionyl chloride was distilled off and the residue was taken up twice with 50 ml of toluene and concentrated each time. 1.63 g (100%) of 4-bromobenzoyl chloride were obtained as a yellow solid.

Workup

  1. temperatureunder reflux for 2 hrs
  2. distillationThe excess thionyl chloride was distilled off
  3. concentrationconcentrated each time

Sources & evidence

ORD record
ord-f4af21cabcff430faff4d23397b1c019
Source dataset
uspto-grants-1998_05
Patent number
US05753679

Reaction notes

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