4-Hydroxybenzoic Acid → HCID 86647594, compound

Participants

Reaction Steps

17-Oximino-5-androsten-3β-ol (9) (0.5 g, 1.6 mmol) was taken in anhydrous dichloromethane (30.0 ml). Dicyclohexylcarbodiimide (DCC) (0.34 g, 1.6 mmol) was added followed by p-hydroxybenzoic acid (0.23 g, 1.6 mmol). Reaction mixture was stirred at room temperature for 24-48 hr and completion of the reaction was monitored by TLC. The reaction mixture was filtered to remove precipitated dicyclohexylurea (DCU). Excess of solvent was removed under vacuum and the product was crystallized from ethyl acetate:petroleum ether (60:80) to yield 17-oximino-5-androsten-3β-yl 4-hydroxybenzoate (15) (0.31 g, 62.0%) mp 177-182° C.

Provenance & Evidence