Sodium Hydroxide → HCID 12756964, compound

Participants

Reaction Steps

A solution of 6.9 g of the foregoing ketone in 90 ml of dioxane was treated dropwise with a solution of 9.8 g of sodium borohydride in 3 ml of water containing 1 drop of a 20% sodium hydroxide solution. The mixture was stirred for 2 hours at room temperature and after standing overnight, dioxane evaporated. The residue was diluted with water, acidified with hydrochloric acid and the product extracted with chloroform. Processing of the extract and crystallization of the crude product from benzene yielded 4.1 g pure 3-fluoro-8-nitro-10,11-dihydrodibenzo(b,f)thiepin-10-ol, m.p. 133°-135° C.

Provenance & Evidence