Sodium borohydride → HCID 21547106, compound

Participants

Reaction Steps

30.0 Gm (0.117 mol) of (E)-4-(2-chloro-4-biphenylyl)-3-butene-2-one, dissolved in 150 ml of 95% ethanol, were added in small amounts within 10 minutes to a solution of 2.7 gm (0.0714 mol) of sodium borohydride in 200 ml of 95% ethanol. Subsequently the mixture was stirred for 1 hour at room temperature. The excess reducing agent was removed by careful addition of 4 gm of glacial acetic acid. The solvent was then distilled off in a water aspirator vacuum. 500 ml of water were added to the residue, and the mixture was exhaustively extracted with ether. The combined ether extracts were washed with water, dried over sodium sulfate and evaporated. The residue, a colorless viscous oil, was distilled in a high vacuum, b.p. 175°-180°C at 0.1 mm Hg. Yield: 23.0 gm (76% of theory).

Provenance & Evidence