Hydrogen Bromide → HCID 19594652, compound

Participants

Reaction Conditions

Reaction Steps

Prepare a solution of 2,5-dimethoxy-fluoren-9-one (7.5 g, 0.031 mmole) in 50 mL glacial acetic acid and warm to 80° C. Once all of the fluorenone goes into solution, add 150 mL hydrogen bromide (48% solution). Continue heating to reflux, redissolving any precipitate formed, and reflux overnight. Cool to room temperature and filter. Wash the filtrate with water. Take-up the solids in ethyl acetate and dissolve by heating in a steam bath. Filter through a short column of silica, eluting with hot ethyl acetate. Condense the ethyl acetate eluent on a rotary evaporatory to obtain a dark red solid. Heat in hot methylene chloride to dissolve undesired solid and filter to obtain 2,5-dihydroxy-fluoren-9-one. m.p. 298-301 dec. (Yield 9.4 g, 97%).

Provenance & Evidence