Reaktion #645227

ord-b96e0558340a40b39c7c5b2e0458e54b

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
compound
Ausbeute 95.0%
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
    Einengenconcentrated
  4. 4
    workup.ADDITIONDiethyl ether was added to the
  5. 5
    Einengenconcentrate for recrystallization

Vorschrift

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

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08062828B2uspto-grants-2011_11