反应详情

温度

15 °C

17α-hydroxy-20-phenoxypregna-4,9(11),20-trien-3-one (4.05 grams, 10 mmoles) is slurried in a 250 ml round bottom flask, in an aqueous pH 8 potassium phosphate buffer (20 ml, 0.05M in PO4≡) prepared as in Example 1. Tetra n-butylammonium bromide (0.64 grams, 2.0 mmole), acetone (20 ml), methylene chloride (40 ml) are added and the mixture cooled to 15° C. 18.42 grams, 30 mmoles of OXONE® (2KHSO5.KHSO4.K2SO4) is dissolved in 62 ml of water filtered and placed in an addition funnel. The OXONE solution is added dropwise with stirring while maintaining the pH between 6.8 and 7.2 with 30% potassium hydroxide. The reaction is run to completion. Fifty ml of water is added and the reaction mixture is filtered. The filtered solids are rinsed with methylene chloride and water, the layers are separated and the methylene chloride layer is filtered thru a solka flok filter. Two ml of glacial acetic acid are added and the mixture is stirred for 1 hour to yield 2.5 grams of 17α-hydroxy-21 -acetoxy-pregna-4,9(11)-diene-3,20-dione at room temperature.

1. filtrationfiltered
2. customplaced in an addition funnel
3. additionThe OXONE solution is added dropwise
4. temperaturewhile maintaining the pH between 6.8 and 7.2 with 30% potassium hydroxide
5. additionFifty ml of water is added
6. filtrationthe reaction mixture is filtered
7. washThe filtered solids are rinsed with methylene chloride and water
8. customthe layers are separated
9. filtrationthe methylene chloride layer is filtered
10. filtrationfilter
11. additionTwo ml of glacial acetic acid are added
12. stirringthe mixture is stirred for 1 hour