Benzoic acid, 3,5-dibromo- → 3,5-Dibromobenzoyl chloride

HRID 1995185Notes

Reaction equation

HRID 1995185 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5](O)=[O:6].P(Cl)(Cl)(Cl)(Cl)[Cl:13]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]([Cl:13])=[O:6]

Participants

3

Reactant 2

HCID 12063Benzoic acid, 3,5-dibromo-HCID 24819Phosphorus pentachloride

Product 1

HCID 134505263,5-Dibromobenzoyl chlorideYield 70.4%

Procedure

In a flask equipped with a reflux condenser, 84 g (0.3 mole) of 3,5-dibromobenzoic acid and 68 g (0.33 mole) of phosphorus pentachloride were reacted under reflux for one hour. After removal of phosphorus oxychloride under reduced pressure by means of an aspirator, the reaction product was subjected to vacuum distillation under 8 mm Hg to obtain 63 g of 3,5-dibromobenzoic acid chloride, melting at 125° to 130° C., in the form of a colorless transparent liquid (yield: 70%).

Workup

  1. customIn a flask equipped with a reflux condenser
  2. temperatureunder reflux for one hour
  3. customAfter removal of phosphorus oxychloride under reduced pressure by means of an aspirator
  4. distillationthe reaction product was subjected to vacuum distillation under 8 mm Hg

Sources & evidence

ORD record
ord-c0c2ccacd6dc404285c26bca3d871e81
Source dataset
uspto-grants-1983_09
Patent number
US04403057

Reaction notes

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