Acetic Anhydride → HCID 66910130, compound

Participants

Reaction Steps

To a stirred solution of 6α-hydroxyandrostane-3,17-dione (4.90 g) in pyridine (10 mL) at 0° C., DMAP (94 mg) and Ac2O (4.55 mL) were added. After stirring overnight at room temperature, the solution was evaporated. The residue was treated with water and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated to dryness to give 6α-acetoxyandrostane-3,17-dione (5.57 g, 100%). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 4.66 (m, 1H), 2.47-2.33 (m, 2H), 2.30-2.01 (m, 4H), 2.00 (s, 3H), 1.98-1.08 (m, 12H), 1.05 (s, 3H), 1.00 (m, 1H), 0.84 (m, 1H), 0.80 (s, 3H).

Provenance & Evidence