2,2,3,3-Tetrafluoro-1-propanol → 2,2,3,3-Tetrafluoropropyl 4-toluenesulfonate

HRID 1975804Notes

Reaction equation

HRID 1975804 reaction equation
[CH:1]([F:10])([F:9])[C:2]([F:8])([F:7])[C:3](Cl)(Cl)F.FC(F)(C(F)F)CO.[Cl-].[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26]([O-:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[F:7][C:2]([F:8])([CH:1]([F:10])[F:9])[CH2:3][O:29][S:26]([C:23]1[CH:24]=[CH:25][C:20]([CH3:30])=[CH:21][CH:22]=1)(=[O:27])=[O:28]

Participants

4

Reactant 3

HCID 64412,2,3,3-Tetrafluoro-1-propanolHCID 616271,1-Dichloro-1,2,2,3,3-pentafluoropropane3×HCID 22024621p-Toluenesulfonate chloride

Product 1

HCID 20605972,2,3,3-Tetrafluoropropyl 4-toluenesulfonate

Procedure

Until HCFC-225cc becomes available in commercial quantities, HCFC-225cc may be prepared by a standard and well-known organic synthesis technique. For example, 1,1-dichloro-1,2,2,3,3-pentafluoropropane may be prepared by reacting 2,2,3,3-tetrafluoro-1-propanol and p-toluenesulfonate chloride to form 2,2,3,3-tetrafluoropropyl-p-toluenesulfonate. Next, the 2,2,3,3-tetrafluoropropyl-p-toluenesulfonate is reacted with potassium fluoride in N-methylpyrrolidone to form 1,1,2,2,3-pentafluoropropane. Then, the 1,1,2,2,3-pentafluoropropane is reacted with chlorine to form 1,1-dichloro-1,2,2,3,3-pentafluoropropane.

Workup

  1. custommay be prepared by a standard and well-known organic synthesis technique

Sources & evidence

ORD record
ord-df5471f18fb64cf5a11b522713489576
Source dataset
uspto-grants-1994_02
Patent number
US05288819

Reaction notes

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