Androsta-1,4-diene-3,17-dione → 1,5-Androstadiene-3,17-dione

HRID 371843

Reaktionsgleichung

Reaktionsgleichung von HRID 371843
CC(C)([O-])C.[K+].[CH3:7][C@:8]12[CH2:25][CH2:24][C@H:23]3[C@@H:13]([CH2:14][CH2:15][C:16]4[C@:21]3([CH3:22])[CH:20]=[CH:19][C:18](=[O:26])[CH:17]=4)[C@@H:12]1[CH2:11][CH2:10][C:9]2=[O:27].[Cl-].[NH4+]>CS(C)=O>[CH3:7][C@:8]12[CH2:25][CH2:24][C@H:23]3[C@@H:13]([CH2:14][CH:15]=[C:16]4[C@:21]3([CH3:22])[CH:20]=[CH:19][C:18](=[O:26])[CH2:17]4)[C@@H:12]1[CH2:11][CH2:10][C:9]2=[O:27]

Komponenten

5

Edukt 3

HCID 13472Androsta-1,4-diene-3,17-dioneHCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 572670321,5-Androstadiene-3,17-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Versuchsvorschrift

To a solution of potassium t-butoxide in dimethyl-sulfoxide at 25° C. under nitrogen is added 1,4-androstadiene-3,17-dione in dimethylsulfoxide with stirring. After fifteen minutes the mixture is poured onto cold aqueous ammonium chloride. The solid is rapidly filtered, washed well with water and dissolved in ether. The ether solution is washed again with water, dried over sodium sulfate and evaporated at room temperature to yield 1,5-androstadiene-3,17-dione.

Aufarbeitung

  1. filtrationThe solid is rapidly filtered
  2. washwashed well with water
  3. dissolutiondissolved in ether
  4. washThe ether solution is washed again with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-d7fd05d684e24a1b99e574a89d530a90
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04087524

Verknüpfte Notizen

Wird geladen…