Sodium Hydroxide → Dihydroandrostenedione

HRID 467452

Reaktionsgleichung

Reaktionsgleichung von HRID 467452
[OH:1][C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C:11]2=[O:21])[CH2:3]1.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[OH-].[Na+]>CC(C)=O>[CH3:13][C@:12]12[CH2:14][CH2:15][C@H:16]3[C@@H:7]([CH2:6][CH2:5][C@@H:4]4[C@:17]3([CH3:20])[CH2:18][CH2:19][C:2](=[O:1])[CH2:3]4)[C@@H:8]1[CH2:9][CH2:10][C:11]2=[O:21]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 441302EpiandrosteroneHCID 131709961Jones' reagent

Produkt 1

HCID 222865DihydroandrostenedioneAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To the mixture of 6 (5 g, 17.2 mmol) and 75 ml acetone at room temperature 1.5 ml of Jones reagent (CrO3, H2SO4, H2O) was added by drops. After the reaction was completed, NaOH was added, liquid phase was separated and then 90 ml water was added. The resulting precipitate was filtered off to afford product 7 (4.72 g, 94%). M.p. 134-137° C.

Aufarbeitung

  1. additionwas added by drops
  2. customliquid phase was separated
  3. addition90 ml water was added
  4. filtrationThe resulting precipitate was filtered off

Quellen und Nachweise

ORD-Eintrag
ord-08e7bcdbab2549c384510081d8f10672
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623849B2

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