9alpha-Hydroxyandrost-4-ene-3,17-dione → 9-Dehydroandrostenedione

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Reaction Steps

Following the general procedure of Example 6 but making non-critical variations, 9α-hydroxyandrostenedione (20.00 g.) is reacted with chlorosulfonic acid (10 ml.) at a temperature of 20°-27° for 17 minutes. Upon workup the reaction gives androsta-4,9(11)-diene-3,17-dione, 15.9 l g., (79.5% weight yield, 84.4 % chemical yield); m.p. 200.5°-204°; [α]D +218° (chloroform); UV (methanol)λmax =240 nm (ε=15,200).

Provenance & Evidence