Reaktion #511511

ord-e7a0a4c52eab4ff0a095970d86c85eb2

Reaktionsgleichung

O
water
CC(C)(C)C(=O)OCC(F)(F)S(=O)(=O)[O-].[Na+]
sodium 2-(pivaloyloxy)-1,1-difluoroethanesulfonate
[I-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium iodide
→
CC(C)(C)C(=O)OCC(F)(F)S(=O)(=O)[O-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium 2-(pivaloyloxy)-1,1-difluoroethanesulfonate
Ausbeute 95.0%

Edukte

O
water
CC(C)(C)C(=O)OCC(F)(F)S(=O)(=O)[O-].[Na+]
sodium 2-(pivaloyloxy)-1,1-difluoroethanesulfonate
[I-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium iodide

Reagenzien

Keine

Lösungsmittel

ClCCl
dichloromethane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe organic layer was separated
  2. 2
    Waschenwashed three times with 200 g of water
  3. 3
    EinengenThe organic layer was concentrated
  4. 4
    workup.ADDITIONdiethyl ether was added to the residue for recrystallization
  5. 5
    SonstigeThe target compound was obtained as white crystals, 164 g (yield 95%)

Vorschrift

In 700 g of dichloromethane and 400 g of water were dissolved 159 g (0.37 mole) of sodium 2-(pivaloyloxy)-1,1-difluoroethanesulfonate (purity 63%) and 132 g (0.34 mole) of triphenylsulfonium iodide. The organic layer was separated and washed three times with 200 g of water. The organic layer was concentrated and diethyl ether was added to the residue for recrystallization. The target compound was obtained as white crystals, 164 g (yield 95%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08105748B2uspto-grants-2012_01