2-Bromobenzoic acid → 2-Bromobenzoyl chloride

HRID 1291087Notes

Reaction equation

HRID 1291087 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:13])=O>>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:13])=[O:5]

Participants

3

Reactant 2

HCID 69402-Bromobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 235422-Bromobenzoyl chlorideYield 100%

Procedure

1.5 g (0.00745 mol) of 2-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 2-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-ae5c3f4dd84345d89cf3b849558e1222
Source dataset
uspto-grants-1998_05
Patent number
US05753679

Reaction notes

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