Thionyl Chloride → 4-Benzyloxybenzoylchloride

HRID 858189Notes

Reaction equation

HRID 858189 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-62e4414794ba4054b5529a3e4c2a656e
Source dataset
uspto-grants-2006_12
Patent number
US07148243B2

Reaction notes

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