Water → 9-Dehydroandrostenedione

Participants

Reaction Steps

9α-Hydroxyandrostenedione (302 mg.) is added to a solution of water (2.5 ml.) in methanesulfonic acid (2.5 ml.) and heated to 100°. The mixture is slowly cooled over a period of 2 hours to 60°. Water (3 ml.) is added and the reaction mixture seeded. Work-up gives androsta-4,9(11)-diene-3,17-dione, 216 mg. (75.9% chemical yield - crude material), m.p. 170°-175°. Upon recrystallization a m.p. of 190°-194° is obtained.

Provenance & Evidence