Trifluoroacetic acid → 1,1,3,3,3-Pentafluoro-2-oxopropane-1-sulfonic acid

HRID 971602Notes

Reaction equation

HRID 971602 reaction equation
[O:1]=[C:2]([C:12]([F:15])([F:14])[F:13])[C:3]([F:11])([F:10])[S:4]([O:7]CC)(=[O:6])=[O:5].FC(F)(F)C(O)=O>>[O:1]=[C:2]([C:12]([F:15])([F:13])[F:14])[C:3]([F:10])([F:11])[S:4]([OH:7])(=[O:6])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20525313Ethyl 1,1,3,3,3-pentafluoro-2-oxopropane-1-sulfonate

Product 1

HCID 125591471,1,3,3,3-Pentafluoro-2-oxopropane-1-sulfonic acidYield 81%

Procedure

25.6 g (0.10) mol of ethyl 2-ketopentafluoropropanesulfonate was stirred at 25° while 17.1 g (0.15 mol) of trifluoroacetic acid was added. The mixture was allowed to stand overnight, then heated on a spinning band still to reflux at 60°. Fractional distillation of the reaction mixture at pot temperatures below 100° and at a pressure of 2.6 mm resulted in the isolation of 18.4 g of 2-ketopentafluoropropanesulfonic acid, representing a yield of 81%, bp 73° .

Workup

  1. additionwas added
  2. temperatureheated on a spinning band still
  3. temperatureto reflux at 60°
  4. distillationFractional distillation of the reaction mixture at pot temperatures below 100°

Sources & evidence

ORD record
ord-3fe5660917054f55af0a74108d2ba018
Source dataset
uspto-grants-1979_07
Patent number
US04160780

Reaction notes

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