![](/CAS/GIF/7323-86-6.gif)
6-KETOESTRIOL synthesis
- Product Name:6-KETOESTRIOL
- CAS Number:7323-86-6
- Molecular formula:C18H22O4
- Molecular Weight:302.36
Yield:-
Reaction Conditions:
with acetic acid in water;
Steps:
I Preparation of 6-ketoestriol (3):
Preparation of 6-ketoestriol (3): To estriol-3,16,17-triacetate (69.1 g, 166.7 mmol) in a 1 L flask at room temperature, in the dark and open to the atmosphere, was added acedic acid (200.0 mL) with stirring. A solution of chromium trioxide (50.0 g, 300 mmol) was added acetic acid (200.0 mL) with stirring. A solution of chromium trioxide (50.0 g, 300 mmol) in acedic acid/water (300 mL/60 mL) in a 500 mL addition funnel was added over a period of about one hour. The addition funnel was removed and the reaction stirred at room temperature, in the dark and open to the atmosphere, for an additional 44-48 hours. The reaction mixture was next poured into 1 L of water and the resulting solution extracted with ethyl ether (3*500 mL) in a 2 L separatory funnel. The organic phases were combined and set aside. An additional 300.0 mL of water was added to the aqueous phase, which was extracted a final time with ethyl ether (400 mL) and combined with the previous ether extracts (~1600 mL total volume). The organic phase was then carefully washed with saturated aqueous sodium bicarbonate (3*300.0 mL) in a 3 L separatory funnel. The combined aqueous bicarbonate phases were back extracted once with ether (125 mL) to provide an ether solution which was added to the main organic solution (~1600 mL).
References:
US5902888,1999,A
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7323-86-6
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