Sodium borohydride → HCID 20358230, compound

Participants

Reaction Steps

A solution of 20 g (0.062 mole) of 4-[5-(4-bromophenyl)-2-furanyl]-4-oxobutanoic acid in 350 ml of 95% dioxane/water was treated portionwise with 5.9 g (0.155 mole) of NaBH4 while maintaining the temperature at 15°-20° by means of an ice bath. The reaction was stirred at ambient temperature for 1 1/2 hrs and then filtered. The filtrate was added to ice/H2O and made acidic with 20% hydrochloric acid. The resulting solid was filtered, dissolved in ethyl acetate (Darco) and refiltered. The filtrate solid was filtered, dissolved in ethyl acetate (Darco) and refiltered. The filtrate was treated with hexane and the resulting solid filtered and air-dried to yield 8 g (40%).

Provenance & Evidence