Reaktion #2766

Reaktionsgleichung

3-acetoxy-androst-5-en-17-one

sodium borohydride

→

crude title compound

3-Acetoxy-Androst-5-en-17-ol

Lösungsmittel

water

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter the reaction mixture was stirred for one and 1/2 hours
2. 2
   Sonstigethe ethanol solvent removed under vacuum
3. 3
   Extraktionthe residue extracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with aqueous Na2CO3, brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   Einengenconcentrated

Vorschrift

To a solution of 100 mg. (0.303 mmol) of 3-acetoxy-androst-5-en-17-one in 3 ml EtOH at -10° C., was added 22.9 mg (0.606 mmol) of sodium borohydride with stirring. After the reaction mixture was stirred for one and 1/2 hours, the mixture was diluted with 10 ml water, the ethanol solvent removed under vacuum, and the residue extracted with ethyl acetate. The organic layer was washed with aqueous Na2CO3, brine, dried over sodium sulfate and concentrated to leave a residue of crude title compound. Proton NMR confirmed the assigned structure.

Quelle