반응 #1736896

반응 방정식

m-chloroperbenzoic acid

17β-hydroxy-7β-methyloestr-5(10),9(11)-dien-3-one-3-ethyleneacetal

→

5α,10α-epoxy-17β-hydroxy-7β-methyloestr-9(11)-en-3-one-3-ethyleneacetal

수율 38.2%

용매

methylene dichloride

sodium hydrogen carbonate

sodium hydrogen carbonate

반응 조건

후처리

1. 1
   추출followed by extraction with methylene dichloride
2. 2
   세척The organic layer was washed with 0.2M sulphite solution and with water until neutral,
3. 3
   기타dried on sodium sulphate
4. 4
   여과filtered
5. 5
   기타evaporated to dryness in vacuo
6. 6
   기타After purification by chromatography through silica gel

실험 절차

11.6 g of solid sodium hydrogen carbonate and 15.8 g of m-chloroperbenzoic acid were added consecutively scoopwise at -35° C. to a cooled solution of 22 g of 17β-hydroxy-7β-methyloestr-5(10),9(11)-dien-3-one-3-ethyleneacetal in 350 ml of methylene dichloride. After being stirred for 1 hour at -35° C., the reaction mixture was diluted with a saturated sodium hydrogen carbonate solution followed by extraction with methylene dichloride. The organic layer was washed with 0.2M sulphite solution and with water until neutral, dried on sodium sulphate, filtered and evaporated to dryness in vacuo. After purification by chromatography through silica gel, 8.8 g of 5α,10α-epoxy-17β-hydroxy-7β-methyloestr-9(11)-en-3-one-3-ethyleneacetal were obtained.

출처