Water → 9-Dehydro-progesterone

HRID 1613983노트

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HRID 1613983 반응식
O[C@:2]12[CH2:21][CH2:20][C@@:19]3([CH3:22])[C@@H:12]([CH2:13][CH2:14][C@@H:15]3[C:16](=[O:18])[CH3:17])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:24])[CH2:4][CH2:5][C:6](=[O:23])[CH:7]=1.O.C(OCC)(=O)C>S(=O)(=O)(O)O>[CH3:17][C:16](=[O:18])[C@@H:15]1[C@:19]2([CH3:22])[C@H:12]([C@H:11]3[C:2](=[CH:21][CH2:20]2)[C@:3]2([CH3:24])[C:8](=[CH:7][C:6](=[O:23])[CH2:5][CH2:4]2)[CH2:9][CH2:10]3)[CH2:13][CH2:14]1

참가 물질

5

반응물 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 131887039-Hydroxypregn-4-ene-3,20-dione

생성물 1

HCID 119661839-Dehydro-progesterone

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

A solution of 9α-hydroxypregn-4-ene-3,20-dione (218 mg) in 70% (v/v) aqueous sulfuric acid was stirred at room temperature for 1 hour after which the reaction mixture was added dropwise to a stirred mixture of water (5 ml) and ethyl acetate (5 ml). The organic layer was washed with a 5% aqueous potassium carbonate solution, then with water to neutral pH, dried (MgSO4) and concentrated under reduced pressure. The crude product (149 mg), still containing some starting material, was purified by chromatography (silica gel, toluene/acetone 3/1) to afford the title compound.

후처리

  1. washThe organic layer was washed with a 5% aqueous potassium carbonate solution
  2. dry with materialwith water to neutral pH, dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. additionThe crude product (149 mg), still containing some starting material
  5. customwas purified by chromatography (silica gel, toluene/acetone 3/1)

출처 및 근거

ORD 기록
ord-4cc3b43d08f445d69d3c11291a104113
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194602

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