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

HRID 1709082

Reaction equation

HRID 1709082 reaction equation
Cl[CH:2](Cl)[C:3]([F:9])([F:8])[C:4]([F:7])([F:6])[F:5].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:8][C:3]([F:9])([C:4]([F:7])([F:6])[F:5])[CH2:2][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-pentafluoropropaneHCID 22024621HCID 22024621, compound

Product 1

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

Procedure

These solvents are readily prepared from commercially available materials by standard and well-known organic syntheses techniques. 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.

Workup

  1. customThese solvents are readily prepared from commercially available materials by standard and well-known organic syntheses techniques
  2. customare reacted together

Sources & evidence

ORD record
ord-fd5e7776f6114c9bb172235745d63b99
Source dataset
uspto-grants-1990_08
Patent number
US04947881

Linked notes

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