Thionyl Chloride → 4-Benzyloxybenzoylchloride

HRID 990022Notes

Reaction equation

HRID 990022 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>ClCCl.CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([Cl:20])=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 738804-(Benzyloxy)benzoic acid

Product 1

HCID 37664104-Benzyloxybenzoylchloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 4-benzyloxybenzoic acid (2.28 g, 10 mmole) in 20 ml dried dichloromethane were added five drops of DMF and 2.5 ml thionyl chloride. The mixture was refluxed for three hours and evaporated under reduced pressure. Yield: 2.45 g=100%

Workup

  1. temperatureThe mixture was refluxed for three hours
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5c09b69b4ba94b37b1a696221750bc24
Source dataset
uspto-grants-2002_10
Patent number
US06458772B1

Reaction notes

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