Sodium Acetate → (7-alpha)-3-Methoxy-7-propylestra-1,3,5(10)-trien-17-one

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Reaction Steps

To a solution of 10.4 g of 3-O-methyl, 7α-propylestradiol 4 in 50 ml of methylene chloride were subsequently added 15 g. of powdered sodium acetate, 30 g of silicagel and 32 g of pyridinium chlorochromate. After stirring for 1 hr the oxidation was complete. Excess reagent was destroyed by addition of 1 ml of isopropanol, followed by 150 ml of hexane 10 min. later. All the precipitates were filtered over Celite, and the filtrate was concentrated to dryness. This provided 9.6 g of essentially pure ketone 5; Rf 0.54 (hept./ethyl acetate 7/3).

Provenance & Evidence