4-Aminobenzoic Acid → HCID 86647593, compound

Participants

Reaction Steps

p-Aminobenzoic acid (0.22 g, 1.6 mmol) was added to the stirred solution of 17-oximino-5-androsten-3β-ol (9) (0.5 g, 1.6 mmol) and dicyclohexylcarbodiimide (DCC) (0.34 g, 1.6 mmol) in anhydrous dichloromethane (30.0 ml). The reaction mixture was stirred for 48 hr at room temperature (20-25°) and completion of the reaction was monitored by TLC. The precipitated dicyclohexylurea (DCU) was filtered, solvent removed under vacuum and the residue was crystallized from ethyl acetate:petroleum ether (60:80) to obtain 17-oximino-5-androsten-3β-yl 4-aminobenzoate (14) (0.28 g, 56.0%) mp 165-168° C.

Provenance & Evidence