2-Ethylidene-17beta-methoxy-5alpha-androstan-3-one → 2beta-Ethyl-17beta-methoxy-5alpha-androstan-3-one

HRID 848774Notes

Reaction equation

HRID 848774 reaction equation
[CH:1](=[C:3]1[CH2:20][C@@:19]2([CH3:21])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[O:22][CH3:23])[CH2:5][C:4]1=[O:24])[CH3:2]>[Pd]>[CH2:1]([C@H:3]1[CH2:20][C@@:19]2([CH3:21])[C@@H:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[O:22][CH3:23])[CH2:5][C:4]1=[O:24])[CH3:2]

Participants

3

Reactant 1

HCID 705636042-Ethylidene-17beta-methoxy-5alpha-androstan-3-one

Product 1

HCID 705628222beta-Ethyl-17beta-methoxy-5alpha-androstan-3-one

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Palladium on charcoal (5%, 110 mg.) is added to a solution of 2-ethylidene-17β-methoxy-5α-androstan-3-one (Preparation 1, 1.5 g.) and shaken under hydrogen. The catalyst is removed by filtration and the filtrate is concentrated to dryness and chromatographed to give 2β-ethyl-17β-methoxy-5α-androstan-3-one.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated to dryness
  3. customchromatographed

Sources & evidence

ORD record
ord-580dd025238242c3964e704182ed7ac8
Source dataset
uspto-grants-1981_10
Patent number
US04297350

Reaction notes

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