1-(Isopropyl)-4-piperidone → 1-Isopropylpiperidin-4-ol

Participants

Reaction Steps

A solution of 1-isopropyl-piperidin-4-one (51.2 g) in absolute ethanol (350 mL) was treated with sodium borohydride (7.30 g) at a rate not to exceed an internal temperature of 50° C. After 48 h, the solvent was evaporated and the resulting yellow paste was partitioned between DCM (300 mL) and 5% NaOH (300 mL). This mixture was stirred for 6 h and then extracted with DCM (4×100 mL). The combined organic phases were dried (sodium sulfate) and evaporated. Distillation of the yellow oil (bp 68° C., 1.5 mm Hg) gave the title compound as an off-white waxy solid (35.3 g).

Provenance & Evidence