Reacción #645229

Ecuación de reacción

sodium

difluorosulfoacetic acid-4-oxo-1-adamantyl ester

triphenylsulfonium chloride

→

triphenylsulfonium 4-oxo-1-adamantyloxycarbonyldifluromethanesulfonate

Disolventes

water

acetonitrile

water

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   Concentraciónconcentrated
3. 3
   Extracciónextracted with 142 parts of chloroform
4. 4
   LavadoThe organic layer was washed with ion-exchanged water
5. 5
   Concentraciónthe resulting organic layer was concentrated
6. 6
   LavadoThe concentrate was washed with 24 parts of tert-butyl methyl ether

Procedimiento

To 5.4 parts (35.6% purity) of the sodium salt of difluorosulfoacetic acid-4-oxo-1-adamantyl ester, a mixture of 16 parts of acetonitrile and 16 parts of ion-exchanged water was added. To the mixture, a solution of 1.7 parts of triphenylsulfonium chloride, 5 parts of acetonitrile, and 5 parts of ion-exchanged water was added. The resultant mixture was stirred for 15 hours, then concentrated, and extracted with 142 parts of chloroform. The organic layer was washed with ion-exchanged water, and the resulting organic layer was concentrated. The concentrate was washed with 24 parts of tert-butyl methyl ether, giving 1.7 parts of triphenylsulfonium 4-oxo-1-adamantyloxycarbonyldifluromethanesulfonate (B1) in the form of a white solid.

Fuente