Reaktion #459001

Reaktionsgleichung

lithium tri-t-butoxy-aluminum hydride

17β,19-dihydroxyandrost-4-en-3-one diacetate

sodium potassium tartrate

→

androst-4-ene-3β,17β,19-triol 17,19-diacetate

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture is filtered
2. 2
   Einengenconcentrated to a small volume under reduced pressure
3. 3
   Waschenwashed well with water
4. 4
   TrocknenThe combined ether extracts are dried over magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Sonstigethe ether removed under vacuum
7. 7
   Sonstigeto yield a residue which when
8. 8
   Sonstigerecrystallized from a mixture of acetone-hexane

Vorschrift

To a solution of lithium tri-t-butoxy-aluminum hydride in tetrahydrofuran is added a tetrahydrofuran solution of 17β,19-dihydroxyandrost-4-en-3-one diacetate. The resulting mixture is stirred at 20° C. for a period of 18 hours after which is added an aqueous solution of sodium potassium tartrate. The mixture is filtered and concentrated to a small volume under reduced pressure. The concentrate is taken up in ether and washed well with water. The combined ether extracts are dried over magnesium sulfate, filtered and the ether removed under vacuum to yield a residue which when recrystallized from a mixture of acetone-hexane results in the preparation of the desired androst-4-ene-3β,17β,19-triol 17,19-diacetate.

Quelle