Phosphorus oxychloride → 3-(Trifluoromethyl)phenylmethanesulfonyl chloride

HRID 1762297

Reaction equation

HRID 1762297 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[CH2:6][S:7]([O-])(=[O:9])=[O:8].[Na+].P(Cl)(Cl)([Cl:19])=O>>[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[CH2:6][S:7]([Cl:19])(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 23700704Sodium 3-trifluoromethylbenzylsulfonate

Product 1

HCID 27946463-(Trifluoromethyl)phenylmethanesulfonyl chlorideYield 90.2%

Procedure

10 g of sodium 3-trifluoromethylbenzylsulfonate was slowly added to 17.7 ml (29.1 g) of phosphorous oxychloride. The resulting slurry was stirred at 100° to 105° C. for five hours. The reaction mixture was then cooled and filtered. The filter cake was washed with methylene chloride, the washings were combined with the filtrate and then evaporated to dryness affording 8.9 g of 3-trifluoromethylbenzylsulfonyl chloride.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. filtrationfiltered
  3. washThe filter cake was washed with methylene chloride
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-dda8beac658d4adba47334e9624a3721
Source dataset
uspto-grants-1989_05
Patent number
US04831179

Linked notes

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