5-Bromo-1-indanone → 5-bromo-2,3-dihydro-1H-inden-1-ol

Participants

Reaction Steps

5-Bromo-2,3-dihydro-1H-inden-1-one (210 g, 1000 mmol) was suspended in 1 L methanol, and sodium borohydride (41.6 g, 1100 mmol) was added gradually within about 1 hour with stirring. The solvent was removed at 50° C. under reduced pressure after being stirred for another 1 hour. Ethyl acetate (1 L) was added followed by saturated sodium bicarbonate solution (500 mL). After being stirred for some time, the solution was transferred to a separatory funnel and the aqueous phase was removed. The organic phase was washed with saturated sodium bicarbonate solution twice and with brine twice, dried (magnesium sulfate) and finally concentrated to obtain 198 g (93%) of the subtitle compound.

Provenance & Evidence