4-Methoxybenzoic Acid → p-Anisoyl chloride

HRID 1729207Notes

Reaction equation

HRID 1729207 reaction equation
S(Cl)(Cl)=O.[Cl-:5].[Al+3].[Cl-].[Cl-].[CH3:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][CH:12]=1>>[CH3:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([Cl:5])=[O:16])=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 74784-Methoxybenzoic AcidHCID 24386Thionyl ChlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 7477p-Anisoyl chloride

Procedure

2 equivalents of thionyl chloride and 0.1 g of aluminum chloride are added to 10 g (0.06 mole) of 4-methoxybenzoic acid in suspension in 60 ml of petroleum ether. This reaction mixture is refluxed for 5 hours. The solution is concentrated under reduced pressure. The residual oil crystallizes in the presence of petroleum ether at 0° C.

Workup

  1. temperatureThis reaction mixture is refluxed for 5 hours
  2. concentrationThe solution is concentrated under reduced pressure
  3. customThe residual oil crystallizes in the presence of petroleum ether at 0° C.

Sources & evidence

ORD record
ord-b76d3de1b6494f2fa9771400b095919d
Source dataset
uspto-grants-1994_07
Patent number
US05332735

Reaction notes

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