HCID 13145953, compound → HCID 13145955, compound

Participants

Reaction Steps

6β-Fluoro-9α-hydroxyandrost-4-ene-3,17-dione (III, Example 8 21.2 g) is dissolved in methylene chloride (1000 ml) and the mixture dried over magnesium sulfate for 1 hr. After suction filtration (the magnesium sulfate cake is washed with methylene chloride) the filtrate is cooled on an ice bath and chlorosulfonic acid (8.3 ml) is added dropwise keeping the temperature at 0°. The reaction mixture is quenched with water (20 ml) 20 min after the addition of the chlorosulfonic acid is completed. The reaction mixture is transferred to a separatory funnel. The phases are separated. The organic phase is washed repeatedly with water until the pH becomes greater than 5. The organic phase is then dried over sodium sulfate concentrated under reduced pressure to give the title compound.

Provenance & Evidence