4-Bromobenzoic acid → 4-Bromobenzoyl chloride

HRID 986681Notes

Reaction equation

HRID 986681 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>ClCCl.CN(C)C=O>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:13])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 114644-Bromobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 685154-Bromobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of 100 g (0.497 mole) of 4-bromobenzoic acid and 100 g of thionyl chloride in 300 ml of dichloromethane containing a few drops of N,N-dimethylformamide was heated at reflux for two days. The low boiling liquid were then removed by evaporation, and the remaining liquid was distilled to provide 4-bromobenzoyl chloride.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for two days
  3. customThe low boiling liquid were then removed by evaporation
  4. distillationthe remaining liquid was distilled

Sources & evidence

ORD record
ord-d76c56fe2dfc4b109a0976986d1fe7a9
Source dataset
uspto-grants-1987_12
Patent number
US04714776

Reaction notes

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