Water → HCID 86736333, compound

HRID 1390791Notes

Reaction equation

HRID 1390791 reaction equation
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[C:14]([O:17][C@H:18]1[CH2:23][CH2:22][C@H:21]2[C@H:24]3[C@H:35]([CH2:36][CH2:37][C@:19]12[CH3:20])[C@:32]1([CH2:33][OH:34])[C:27]([CH2:28][C@@H:29]([O:38][CH2:39][CH3:40])[CH2:30][CH2:31]1)=[CH:26][CH2:25]3)(=[O:16])[CH3:15].O>CC(C)=O>[C:14]([OH:17])(=[O:16])[CH3:15].[CH2:39]([O:38][C@H:29]1[CH2:30][CH2:31][C@@:32]2([CH:33]=[O:34])[C:27](=[CH:26][CH2:25][C@@H:24]3[C@@H:35]2[CH2:36][CH2:37][C@@:19]2([CH3:20])[C@H:21]3[CH2:22][CH2:23][C@@H:18]2[OH:17])[CH2:28]1)[CH3:40]

Participants

5

Reactant 3

HCID 962WaterHCID 70605331HCID 70605331, compoundHCID 131709961Jones' reagent

Product 1

HCID 86736333HCID 86736333, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

One equivalent of Jones Reagent is added to a solution of 3β-ethoxy-5-androstene-17β,19-diol 17-acetate in acetone at 10° C. After stirring for 30 minutes the acetone layer is poured onto cold water with vigorous stirring. The precipitate which forms is filtered, washed with water and dir dried. Crystallization of this precipitate from an ether-hexane mixture yields 3β-ethoxy-17β-hydroxy-5-androsten-19-one acetate.

Workup

  1. filtrationThe precipitate which forms is filtered
  2. washwashed with water and dir
  3. customdried
  4. customCrystallization of this precipitate from an ether-hexane mixture

Sources & evidence

ORD record
ord-90c7acbf87e34c6dbf5dddf7d4f2e5ba
Source dataset
uspto-grants-1979_02
Patent number
US04139617

Reaction notes

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