Thionyl Chloride → HCID 15571508, compound

HRID 556675Notes

Reaction equation

HRID 556675 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:4]=1[C:5](O)=[O:6].S(Cl)([Cl:18])=O>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:4]=1[C:5]([Cl:18])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 135859092-Methoxy-5-(trifluoromethyl)benzoic acid

Product 1

HCID 15571508HCID 15571508, compound

Procedure

A solution of 2-methoxy-5-(trifluoromethyl)benzoic acid (0.68 g, 3.1 mmol) in thionyl chloride (10 mL) was warmed to reflux and was allowed to stir for 2 h. The mixture was cooled to ambient temperature, concentrated under reduced pressure and diluted with 10 mL of toluene. This material was again concentrated under reduced pressure and was again diluted with 10 mL of toluene. This concentration and dilution was repeated for an additional time and the crude acid chloride was carried on to the next step.

Workup

  1. temperatureto reflux
  2. concentrationconcentrated under reduced pressure
  3. additiondiluted with 10 mL of toluene
  4. concentrationThis material was again concentrated under reduced pressure
  5. additionwas again diluted with 10 mL of toluene
  6. concentrationThis concentration and dilution

Sources & evidence

ORD record
ord-87d43fa6115444f18721d820180fbd5d
Source dataset
uspto-grants-2011_11
Patent number
US08058293B2

Reaction notes

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