Reacción #2501398

Ecuación de reacción

phenylmagnesium bromide

ether

pentafluorophenyl sulfoxide

triflic acid

→

di(pentafluorophenyl)phenyl sulfonium triflate

Rendimiento 10.0%

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto remove the ether
2. 2
   workup.ADDITION8 ml benzene and 17 ml heptane were then added
3. 3
   workup.ADDITIONwas added dropwise at 80° C. over one hour
4. 4
   Extracciónextracted twice with 10 ml of 5% triflic acid
5. 5
   Extracciónextracted three times with 100 ml diclhoromethane and solvent
6. 6
   Otroremoved
7. 7
   Secadoafter drying over magnesium sulfate

Procedimiento

A 3M solution of phenylmagnesium bromide in ether (17 ml, 0.05 mole) is heated slowly to 80° C. under vacuum to remove the ether. 8 ml benzene and 17 ml heptane were then added and subsequently pentafluorophenyl sulfoxide (3.8 g, 0.01 mole), dissolved in 15 ml benzene, was added dropwise at 80° C. over one hour. After stirring for three hours, the solution is allowed to cool to room temperature, followed by the addition of 33 ml of 25% triflic acid. The organic layer was seprated and extracted twice with 10 ml of 5% triflic acid. The aqueous layers were combined and extracted three times with 100 ml diclhoromethane and solvent removed after drying over magnesium sulfate, yielding 600 mg (10%) of di(pentafluorophenyl)phenyl sulfonium triflate. The structure was confirmed by 1H/13C NMR.

Fuente