Reacción #420749

ord-6194d96630784250b67e1d1aaadc07a8

Ecuación de reacción

[Na]
sodium
O=C(OCC12CC3CC(CC(O)(C3)C1)C2)C(F)(F)S(=O)(=O)O
3-hydroxy-1-adamantylmethyl difluorosulfoacetate
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenyl sulfonium chloride
O=C(OCC12CC3CC(CC(O)(C3)C1)C2)C(F)(F)S(=O)(=O)[O-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium 1-((3-hydroxy-1-adamantyl)methoxycarbonyl)difluoromethane sulfonate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroan organic layer was separated from the resultant solution
  2. 2
    Extracciónan aqueous layer was subjected to extraction with 6.5 parts of chloroform
  3. 3
    Lavadowashed with an ion-exchanged water
  4. 4
    Concentraciónthe obtained organic layer was concentrated
  5. 5
    workup.ADDITIONTo the concentrated solution, 5.0 parts of tert-butyl methyl ether was added
  6. 6
    workup.STIRRINGthe resultant mixture was stirred
  7. 7
    Filtraciónfiltered

Procedimiento

To a obtained solution of the sodium salt of 3-hydroxy-1-adamantylmethyl difluorosulfoacetate, 17.2 parts of chloroform, and 2.9 parts of a 14.8 mass % aqueous triphenyl sulfonium chloride solution were added, and the mixture was stirred for 15 hours, and then an organic layer was separated from the resultant solution, and an aqueous layer was subjected to extraction with 6.5 parts of chloroform. Organic layers were combined and washed with an ion-exchanged water, and the obtained organic layer was concentrated. To the concentrated solution, 5.0 parts of tert-butyl methyl ether was added, and the resultant mixture was stirred and filtered to obtain, as a white solid, 0.2 parts of triphenylsulfonium 1-((3-hydroxy-1-adamantyl)methoxycarbonyl)difluoromethane sulfonate (B1-2).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08883394B2uspto-grants-2014_11