Sodium Hydroxide → HCID 12271957, compound

Participants

Reaction Steps

A solution of sodium borohydride (0.42 g) in water (4 ml), containing 15% sodium hydroxide solution (0.1 ml), was added dropwise to a solution of the ketone from the preceding experiment (7.0 g) in a mixture of ethanol (70 ml) and benzene (25 ml). The mixture was refluxed for 3 hours, diluted with water and extracted with benzene. The extract was washed with 5% sodium hydroxide solution and water, dried over sodium sulphate and taken down. The solid residue was crystallized from hexane (30 ml), yielding 6.60 g (94%) of 7-chloro-8-fluoro-10-hydroxy-10,11-dihydrodibenzo(b,f)thiepine, m.p. 86°-87° C.

Provenance & Evidence