Potassium Bicarbonate → 21-Hydroxy-5alpha-pregnane-3,11,20-trione

HRID 1576800노트

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HRID 1576800 반응식
C([O:4][CH2:5][C:6](=[O:28])[C@@H:7]1[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C:22](=[O:26])[CH2:23]2)[C@:19]2([CH3:20])[C@H:14]([CH2:15][C:16](=[O:27])[CH2:17][CH2:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1)(=O)C.C(=O)(O)[O-].[K+]>CO.O>[OH:4][CH2:5][C:6](=[O:28])[C@@H:7]1[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C:22](=[O:26])[CH2:23]2)[C@:19]2([CH3:20])[C@H:14]([CH2:15][C:16](=[O:27])[CH2:17][CH2:18]2)[CH2:13][CH2:12]3)[CH2:9][CH2:8]1

참가 물질

5

반응물 2

HCID 516893Potassium BicarbonateHCID 7035596521-Acetoxy-5alpha-pregnane-3,11,20-trione

생성물 1

HCID 7035523621-Hydroxy-5alpha-pregnane-3,11,20-trione수율 71%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

21-Acetoxy-5α-pregnane-3,11,20-trione (4.85 g.) in hot methanol (200 ml.) was treated with potassium bicarbonate solution (10%; 20 ml.) and the stirred solution was refluxed under nitrogen for 15 minutes. The cooled reaction mixture was diluted with water and the oily precipitate was extracted into methylene chloride. The extract was washed with water, dried over sodium sulphate and evaporated to a foam (4.3 g.) which was triturated with ether to give title compound (3.07 g.) as white crystals, m.p. 164°-170°.

후처리

  1. temperaturethe stirred solution was refluxed under nitrogen for 15 minutes
  2. customThe cooled reaction mixture
  3. extractionthe oily precipitate was extracted into methylene chloride
  4. washThe extract was washed with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated to a foam (4.3 g.) which
  7. customwas triturated with ether

출처 및 근거

ORD 기록
ord-ba0b2c621c4845f697c9ce468198cfc3
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03983111

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