Sodium Hydroxide → N-[6-(2,4-difluorophenoxy)1-hydroxy-5-indanyl]methanesulfonamide

Participants

Reaction Steps

3.53 g of 6-(2,4-difluorophenoxy)-5-methylsulfonylamino-1-indanone was dissolved in 35 ml of methanol and 10 ml of 1 N sodium hydroxide solution and, at 5° C., combined in incremental portions with 0.8 g of sodium borohydride. After 16 hours at 20° C., the mixture was concentrated, mixed with 40 ml of water and 26 ml of 1 N hydrochloric acid, and vacuum-filtered. Recrystallization from ethanol yielded 3.07 g of N-[6-(2,4-difluorophenoxy)-1-hydroxy-5-indanyl]methanesulfonamide, mp 127° C.

Provenance & Evidence