Thionyl Chloride → 3-Methoxy-4-methylbenzoyl chloride

HRID 615510Notes

Reaction equation

HRID 615510 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6](O)=[O:7].S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6]([Cl:15])=[O:7]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 815794-Methyl-m-anisic acid

Product 1

HCID 27595843-Methoxy-4-methylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 10.0 g (60.17 mmol) of 3-methoxy-4-methylbenzoic acid, 15 ml (210 mmol) of thionyl chloride and 10 ml of toluene was stirred at reflux for 2 hours. The solvents were then evaporated and the residue was distilled bulb-to-bulb at 60°-70° C. at a pressure of 0.04 mm of Hg to give the title compound as a colorless liquid.

Workup

  1. temperatureat reflux for 2 hours
  2. customThe solvents were then evaporated
  3. distillationthe residue was distilled bulb-to-bulb at 60°-70° C. at a pressure of 0.04 mm of Hg

Sources & evidence

ORD record
ord-5f5e5be00f494fdb8e78aef5b9b72450
Source dataset
uspto-grants-1985_02
Patent number
US04499299

Reaction notes

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