HCID 70585395, compound → 19-Hydroxy-6alpha-methyl-4-androstene-3,17-dione

HRID 1834987Notes

Reaction equation

HRID 1834987 reaction equation
O[C@:2]12[CH2:19][C:18](=[O:20])[CH2:17][CH2:16][C@:15]1([CH2:21][OH:22])[C@@H:14]1[C@H:5]([C@H:6]3[C@@:10]([CH2:12][CH2:13]1)([CH3:11])[C:9](=[O:23])[CH2:8][CH2:7]3)[CH2:4][C@H:3]2[CH3:24]>CO>[OH:22][CH2:21][C@@:15]12[C@@H:14]3[C@H:5]([C@H:6]4[C@@:10]([CH2:12][CH2:13]3)([CH3:11])[C:9](=[O:23])[CH2:8][CH2:7]4)[CH2:4][C@H:3]([CH3:24])[C:2]1=[CH:19][C:18](=[O:20])[CH2:17][CH2:16]2

Participants

3

Reactant 1

HCID 70585395HCID 70585395, compound

Product 1

HCID 7058392519-Hydroxy-6alpha-methyl-4-androstene-3,17-dione

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5α,19-dihydroxy-6β-methylandrostane-3,17-dione bis ethylenektal in methanol containing aqueous sulfuric acid is heated to its reflux temperature. The solvent is subsequently removed. Crystallization of the residue from an acetone-hexane solution yields 19-hydroxy-6α-methyl-4-androstene-3,17-dione.

Workup

  1. temperaturereflux temperature
  2. customThe solvent is subsequently removed
  3. customCrystallization of the residue from an acetone-hexane solution

Sources & evidence

ORD record
ord-7c5072b8bb4d47fe840f8b07de9c7704
Source dataset
uspto-grants-1978_01
Patent number
US04071625

Reaction notes

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