13beta-Methyl-3-hydroxygona-1,3,5(10),8,14-pentaen-17one → 8,9-Dehydroestrone

Participants

Reaction Steps

Shake 13β-methyl-3-hydroxygona-1,3,5(10),8,14-pentaen-17-one (0.05 g) in benzene (25 cc) in hydrogen at atmospheric pressure using a 10% palladized charcoal catalyst (0.025 g). Hydrogenation becomes very slow when 1.1 moles hydrogen has been absorbed. Filter and evaporate to obtain the title product (0.035 g), recrystallize from methanol to get pale blue crystals, m.p. 225°-228°, melting to a red liquid; ultraviolet absorption peak at 280 mμ (ε12,000).

Provenance & Evidence