Thionyl Chloride → HCID 15571508, compound

HRID 538778Notes

Reaction equation

HRID 538778 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 the 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 toluene. This material was again concentrated under reduced pressure and was again diluted with 10 mL toluene. This concentration and dilution was repeated for an additional time and the crude acid chloride was carried on.

Workup

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

Sources & evidence

ORD record
ord-7ff9879d58e44b108d64641a9f555869
Source dataset
uspto-grants-2014_10
Patent number
US08865753B2

Reaction notes

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