Methanesulfonyl chloride → HCID 86740192, compound

Participants

Reaction Steps

A solution of (11β,17β)-11-(acetyloxy)-9-fluoro-17-hydroxyandrosta-1,4-dien-3-one (1.0 g; 2.9 mmole) in dry pyridine (12 ml) was stirred in an ice bath and methanesulfonyl chloride (0.435 ml; 644 mg; 5.6 mmole) was added. The solution was left standing at 0°-5° C. for 20 hours and then poured into ice-cold 20% hydrochloric acid. The mixture was extracted with chloroform, the chloroform solution was washed with water, a dilute sodium bicarbonate solution and water, dried (anhydrous magnesium sulfate) and evaporated to afford a solid (1.20 g). One crystallization from ethyl acetatehexane gave a specimen (1.0 g), melting point 210°-211° C. (dec.), with consistent spectral data.

Provenance & Evidence