Benzoyl chloride → Benzoic anhydride

HRID 486964Notes

Reaction equation

HRID 486964 reaction equation
C(Cl)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4]C=1.[C:10]([O:13][C:14](=[O:16])[CH3:15])(=[O:12])[CH3:11]>>[C:10]([O:13][C:14](=[O:16])[C:15]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1)(=[O:12])[C:11]1[CH:2]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 7918Acetic Anhydride

Product 1

HCID 7167Benzoic anhydride

Procedure

300 g of benzoyl chloride (2.13 mol) are mixed with 91 g of acetic anhydride (0.89 mol) and the mixture is heated to 100° to 120° C. The resultant acetyl chloride is removed by distillation under reduced pressure (400 mbar) and, upon completion of the reaction, excess benzoyl chloride is removed by distillation at about 7 mbar. The residue consists of pure benzoic anhydride. Yield: 200 g (=99% of theory) of benzoic anhydride.

Workup

  1. temperaturethe mixture is heated to 100° to 120° C
  2. customThe resultant acetyl chloride is removed by distillation under reduced pressure (400 mbar) and, upon completion of the reaction, excess benzoyl chloride
  3. customis removed by distillation at about 7 mbar

Sources & evidence

ORD record
ord-1ea61ef17cd341d08c647e46e539b3bd
Source dataset
uspto-grants-1994_03
Patent number
US05292949

Reaction notes

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