Thionyl Chloride → 4-Benzyloxybenzoylchloride

HRID 568752Notes

Reaction equation

HRID 568752 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([O:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[CH2:5]([O:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([Cl:3])=[O:18])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 738804-(Benzyloxy)benzoic acid

Product 1

HCID 37664104-BenzyloxybenzoylchlorideYield 58.4%

Procedure

Thionyl chloride (63.1 g, 0.53 mol) was added to p-benzyloxybenzoic acid (100.0 g, 0.44 mol), followed by refluxing the mixture for about 2 hours, and completely removing excess thionyl chloride by distillation under reduced pressure to obtain p-benzyloxybenzoic acid chloride (63.4 g).

Workup

  1. temperatureby refluxing the mixture for about 2 hours
  2. distillationcompletely removing excess thionyl chloride by distillation under reduced pressure

Sources & evidence

ORD record
ord-a4e0a30e8bcd43c481dbffadee5ac192
Source dataset
uspto-grants-1988_03
Patent number
US04729847

Reaction notes

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