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

HRID 1576800Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1576800
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

Komponenten

5

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

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°.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-ba0b2c621c4845f697c9ce468198cfc3
Quelldatensatz
uspto-grants-1976_09
Patentnummer
US03983111

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