Water → HCID 13823827, compound

Participants

Reaction Steps

2.5 g of 21-bromo-17-formyloxy-4,9(11)-pregnadiene-3,20-dione is stirred at room temperature under argon in 100 ml of methanol and 18 ml of water with 1.3 g of potassium bicarbonate. After 45 minutes, the reaction mixture is introduced into ice water which contains sodium chloride, the thus-precipitated product is suctioned off, washed repeatedly with water, and dried under vacuum, thus obtaining 2.2 g of 21-bromo-17-hydroxy-4,9(11)-pregnadiene-3,20-dione [J. Org. Chem. 44 : 1582 (1979)]in the form of a crude product which is stirred in 50 ml of acetone and 2.7 g of potassium acetate at 50° C. After 2 hours, the reaction mixture is stirred into ice water, the thus-precipitated product is suctioned off, dissolved in ethyl acetate, washed with water, and dried over sodium sulfate, thus obtaining 1.9 g of 21-acetoxy-17-hydroxy-4,9(11)-pregnadiene-3,20-dione, mp 235.8° C.

Provenance & Evidence