Reacción #2175481

ord-252743217c8d4110ac6cb104b20895cc

Ecuación de reacción

CCCCC(=O)OCC(F)(F)S(=O)(=O)[O-].[Na+]
sodium 2-valeryloxy-1,1-difluoroethanesulfonate
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium chloride
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium chloride
CCCCC(=O)OCC(F)(F)S(=O)(=O)[O-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium 2-valeryloxy-1,1-difluoroethanesulfonate
Rendimiento 64.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ExtracciónThen, extraction
  2. 2
    workup.ADDITIONby adding 30 mL of chloroform
  3. 3
    LavadoThe obtained organic layer was washed two times with water
  4. 4
    workup.DISTILLATIONby distilling solvent off,

Procedimiento

A 100 mL reactor was charged with 3.0 g (purity 26%, 2.9 millimoles) of sodium 2-valeryloxy-1,1-difluoroethanesulfonate and 30 g of water, followed by adding dropwise an aqueous solution of triphenylsulfonium chloride [17.8 g (5.2 millimoles/1.8 equivalents) of triphenylsulfonium chloride and 16.2 g of water] at room temperature, followed by stirring at room temperature for 1.5 hours. Then, extraction was conducted by adding 30 mL of chloroform. The obtained organic layer was washed two times with water, followed by distilling solvent off, thereby obtaining 0.96 g of the target triphenylsulfonium 2-valeryloxy-1,1-difluoroethanesulfonate. Upon this, purity was 98%, and yield was 64%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08435717B2uspto-grants-2013_05