Benzyl Alcohol → HCID 12800135, compound

Participants

Reaction Steps

Androstenedione (5 g) was dissolved in dry benzene (100 ml). Triethyl orthoformate (3.25 ml) was added, followed by p-toluenesulphonic acid (20 mg) and the solution heated at 50° for 45 minutes. Benzyl alcohol (7.5 ml) and benzene (150 ml) were then added and the solution distilled until 150 ml of distillate had been collected. A few drops of pyridine were added and the solution evaporated under reduced pressure to give a yellow solid. This solid was recrystallised from ethanol to give 3-benzyloxy-androsta-3,5-dien-17-one (5.4 g) as white needles, M.p. 172°-178°.

Provenance & Evidence