Thionyl Chloride → 4-Benzyloxybenzoylchloride

HRID 1170688Notes

Reaction equation

HRID 1170688 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-2dcff64698a249bc8390ba7da43bd6e1
Source dataset
uspto-grants-2010_11
Patent number
US07825238B2

Reaction notes

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