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

HRID 1576800ノート

反応式

HRID 1576800 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-ba0b2c621c4845f697c9ce468198cfc3
出典データセット
uspto-grants-1976_09
特許番号
US03983111

反応ノート

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