Benzoic Acid → Benzoyl chloride

HRID 1953924Notes

Reaction equation

HRID 1953924 reaction equation
S(Cl)([Cl:3])=O.[C:5]([OH:13])(=O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1(C)C=CC=CC=1>[C:5]([Cl:3])(=[O:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 243Benzoic AcidHCID 24386Thionyl Chloride

Product 1

HCID 7412Benzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Benzoyl chloride was synthesized by refluxing 5 ml of 2 M thionyl chloride in 10 ml of toluene with benzoic acid for 30 minutes. The residual thionyl chloride and toluene were removed by distillation. 2 gm of the 3-amino-propyl resin was then incubated at room temperature overnight with the fresh benzoyl chloride in pyridine. The next day, the resin was washed with methanol and dried.

Workup

  1. customThe residual thionyl chloride and toluene were removed by distillation
  2. washThe next day, the resin was washed with methanol
  3. customdried

Sources & evidence

ORD record
ord-6fb7eb46c913464db3fa37495cdf984c
Source dataset
uspto-grants-2000_09
Patent number
US06119699

Reaction notes

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