반응 #460223

ord-755dbe5d2f4d495b8fb0b6c3ed4f568d

반응 방정식

O
water
Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
CC(=O)O[C@@]12C[C@@H]1C[C@H]1[C@@H]3CCC4=CC(=O)CCC4=C3CC[C@@]12C
17beta-acetoxy-16alpha,17alpha-methylene-estra-4,9-dien-3-one
O=C([O-])O.[Na+]
sodium bicarbonate
→
CC(=O)O[C@@]12C[C@@H]1C[C@H]1[C@@H]3CCC4=C(CCC5(C4)OCCO5)C3=CC[C@@]12C
17beta-acetoxy-3,3-ethylenedioxy-16alpha,17alpha-methylene-estra-5(10),9(11)-diene

반응물

O
water
—
glycol
Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
CC(=O)O[C@@]12C[C@@H]1C[C@H]1[C@@H]3CCC4=CC(=O)CCC4=C3CC[C@@]12C
17beta-acetoxy-16alpha,17alpha-methylene-estra-4,9-dien-3-one
O=C([O-])O.[Na+]
sodium bicarbonate

시약

없음

용매

c1ccccc1
benzene

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the steroid is extracted with benzene
  2. 2
    기타After chromatography on basic aluminum oxide and concentration of the eluates by evaporation

실험 절차

5 g of 17beta-acetoxy-16alpha,17alpha-methylene-estra-4,9-dien-3-one is dissolved in 108 ml of benzene, mixed with 5 ml of glycol and 0.2 g of p-toluenesulfonic acid and boiled for 2 hours on the water separator. Then, it is stirred in an aqueous saturated sodium bicarbonate solution and the steroid is extracted with benzene. After chromatography on basic aluminum oxide and concentration of the eluates by evaporation, the thin-layer-chromatographically homogeneous residue is directly further processed.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05162312uspto-grants-1992_11