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

HRID 78466

Reaction equation

HRID 78466 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-bd29039174134ba49dfadb7c87cf493a
Source dataset
uspto-grants-2014_09
Patent number
US08841334B2

Linked notes

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