Reacción #507384

Ecuación de reacción

6,8-difluoro-3,4-dihydro-2H-naphthalen-1-one

potassium thiophenolate

→

8-Fluoro-6-phenylsulfanyl-3,4-dihydro-2H-naphthalen-1-one

Disolventes

hydrochloric acid

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónit was extracted with 50 mL diethyl ether
2. 2
   LavadoThe organic phase was washed with water
3. 3
   Secadodried (magnesium sulfate)
4. 4
   Concentraciónconcentrated under reduced pressure

Procedimiento

A mixture of 6,8-difluoro-3,4-dihydro-2H-naphthalen-1-one (1.0 gram, 5.5 moles) and potassium thiophenolate (0.81 gram, 5.5 mmole) in 4 mL DMSO was heated at 50° C. for 0.5 hour. The mixture was diluted with 30 mL 0.1N hydrochloric acid and then it was extracted with 50 mL diethyl ether. The organic phase was washed with water, dried (magnesium sulfate) and concentrated under reduced pressure. 8-Fluoro-6-phenylsulfanyl-3,4-dihydro-2H-naphthalen-1-one was obtained by recrystallization of the residue from ethyl acetate/hexane, 0.871 gram (58%), m.p. 112-113° C., M+H=273.

Fuente