HCID 22823201, compound → HCID 86738866, compound

Participants

Reaction Steps

17α-Ethynyl-6-fluoro-17β-hydroxyandrost-5,9(11)diene-3-one (VI, Example 11) is dissolved in THF (200 ml) and the mixture dried over sodium sulfate. The dried solution is filtered and cooled in an ice bath to which concentrated hydrochloric acid (20 ml) is added slowly. After stirring at 20°-25° for 3 hr the solution is cooled in an ice bath and water (140 ml) is added followed by sodium hydroxide (50%) to neutralize the solution. The pH is checked by pH meter. The THF is removed under reduced pressure with heat to give a solid which is collected by suction filtration. The solid is washed with water and dried under reduced pressure at 50°. The solid is suspended in ethyl acetate (30 ml) and heated to boiling on a steambath. After stirring for 3 hr at 20°-25° and 2 hr on an ice bath the mixture is filtered using suction and the solids dried under reduced pressure with heat to give the title compound.

Provenance & Evidence