2,4-Dimethoxybenzoic acid → 2,4-Dimethoxybenzoyl chloride

HRID 1037887Notes

Reaction equation

HRID 1037887 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6].O=S(Cl)[Cl:16]>>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([Cl:16])=[O:6]

Participants

3

Reactant 2

HCID 70522,4-Dimethoxybenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 27347192,4-Dimethoxybenzoyl chloride

Procedure

A solution of 2,4-dimethoxybenzoic acid (0.25 g, 1.4 mmol) in 5 mL of SOCl2 was warmed to reflux and was allowed to stir for 2 hours. The mixture was cooled to ambient temperature and concentrated under reduced pressure. The crude material was diluted with 5 mL of toluene and concentrated under reduced pressure. This dilution with toluene and concentration was repeated two additional times to give the crude title compound which was used without additional purification or characterization.

Workup

  1. temperatureto reflux
  2. concentrationconcentrated under reduced pressure
  3. additionThe crude material was diluted with 5 mL of toluene
  4. concentrationconcentrated under reduced pressure
  5. concentrationThis dilution with toluene and concentration

Sources & evidence

ORD record
ord-833eb38299d1421a8917249c20212d94
Source dataset
uspto-grants-2013_10
Patent number
US08546583B2

Reaction notes

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