2,2,3,3,3-Pentafluoropropanol → 2,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate

HRID 1196785

Reaction equation

HRID 1196785 reaction equation
[CH:1](Cl)(Cl)[C:2]([F:8])([F:7])[C:3]([F:6])([F:5])[F:4].FC(F)(C(F)(F)F)CO.[Cl-].[C:21]1([CH3:31])[CH:26]=[CH:25][C:24]([S:27]([O-:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[F:7][C:2]([F:8])([C:3]([F:6])([F:5])[F:4])[CH2:1][O:30][S:27]([C:24]1[CH:25]=[CH:26][C:21]([CH3:31])=[CH:22][CH:23]=1)(=[O:28])=[O:29]

Participants

4

Reactant 3

HCID 98722,2,3,3,3-PentafluoropropanolHCID 611123,3-Dichloro-1,1,1,2,2-pentafluoropropane3×HCID 22024621HCID 22024621, compound

Product 1

HCID 27760172,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate

Procedure

Until HCFC-225ca becomes available in commercial quantities, HCFC-225ca may be prepared by a standard and well-known organic synthesis technique. For example, to prepare 1,1-dichloro-2,2,3,3,3-pentafluoropropane, 2,2,3,3,3-pentafluoro-1-propanol and p-toluenesulfonate chloride are reacted together to form 2,2,3,3,3-pentafluoropropyl-p-toluenesulfonate. Then, N-methylpyrrolidone, lithium chloride, and the 2,2,3,3,3-pentafluoropropyl-p-toluenesulfonate are reacted together to form 1-chloro-2,2,3,3,3-pentafluoropropane. Chlorine and the 1-chloro-2,2,3,3,3-pentafluoropropane are then reacted together to form 1,1-dichloro-2,2,3,3,3-pentafluoropropane. A detailed synthesis is set forth below.

Workup

  1. custommay be prepared by a standard and well-known organic synthesis technique
  2. customare reacted together

Sources & evidence

ORD record
ord-4a1bbb71ea364898b9da00dbfb31be0b
Source dataset
uspto-grants-1992_05
Patent number
US05116526

Linked notes

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