Reacción #997152

ord-68cd04a3475745d4a3cf33df1a71d539

Ecuación de reacción

O=C(OCC(F)(F)S(=O)(=O)[O-])C12CC3CC(CC(C3)C1)C2.[Na+]
sodium 2-(1-adamantanecarbonyloxy)-1,1-difluoro-ethanesulfonate
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium chloride
O=C(OCC(F)(F)S(=O)(=O)[O-])C12CC3CC(CC(C3)C1)C2.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
compound
Rendimiento 85.0%
O=C(OCC(F)(F)S(=O)(=O)[O-])C12CC3CC(CC(C3)C1)C2.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium 2-(1-adamantanecarbonyl-oxy)-1,1-difluoroethanesulfonate
Rendimiento 85.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe organic layer was separated
  2. 2
    Lavadowashed three times with 20 g of water
  3. 3
    Concentraciónconcentrated
  4. 4
    workup.ADDITIONDiethyl ether was added to the residue for recrystallization

Procedimiento

In 100 g of dichloromethane were dissolved 10 g (0.02 mole) of sodium 2-(1-adamantanecarbonyloxy)-1,1-difluoro-ethanesulfonate (purity 70%) and 50 g (0.02 mole) of a triphenylsulfonium chloride aqueous solution. The organic layer was separated, washed three times with 20 g of water, and concentrated. Diethyl ether was added to the residue for recrystallization, obtaining the target compound as white crystals. 10 g (yield 85%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08021822B2uspto-grants-2011_09