Reaktion #459027

Reaktionsgleichung

1,5-androstadiene-3β,17β-diol

glyme

methylene iodide

→

1β,2β-methylene-5-androstene-3β,17β-diol

Lösungsmittel

ether

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThis reaction mixture is refluxed for 4 hours
2. 2
   Filtrationfiltered
3. 3
   WaschenThe filtrate is washed with aqueous sodium chloride, water
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   SonstigeThe ether is removed under reduced pressure
6. 6
   Sonstigethe residue crystallized from acetone-hexane

Vorschrift

To a stirred solution of 1,5-androstadiene-3β,17β-diol in a mixture of dry ether and glyme is added zinc-copper couple and methylene iodide. This reaction mixture is refluxed for 4 hours, cooled to room temperature, diluted with ether and filtered. The filtrate is washed with aqueous sodium chloride, water and dried over anhydrous magnesium sulfate. The ether is removed under reduced pressure and the residue crystallized from acetone-hexane to yield 1β,2β-methylene-5-androstene-3β,17β-diol.

Quelle