2-Methoxybenzoic acid → 2-Methoxybenzoyl chloride

HRID 465786Notes

Reaction equation

HRID 465786 reaction equation
[C:1]([OH:11])(=O)[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:14])=O>>[CH3:9][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:1]([Cl:14])=[O:11]

Participants

3

Reactant 2

HCID 113702-Methoxybenzoic acidHCID 24386Thionyl Chloride2×

Product 1

HCID 889692-Methoxybenzoyl chloride

Procedure

To 30 g of 2-anisic acid in 500 mL of round-bottom flask was added dropwise 50 mL of thionyl chloride. After all of the thionyl chloride was added the reaction mixture was stirred at room temperature for 18 hours. Excess thionyl chloride was then distilled off by water aspirator and the remaining liquid was vacuum distilled (82°/0.7 mm Hg). Desired 2-methoxybenzoyl chloride was obtained as a colorless liquid, 32 g.

Workup

  1. distillationExcess thionyl chloride was then distilled off by water aspirator
  2. distillationdistilled (82°/0.7 mm Hg)

Sources & evidence

ORD record
ord-9c6ddebcbb9d4ac680a750548980682a
Source dataset
uspto-grants-1992_10
Patent number
US05153197

Reaction notes

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