Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7411Generated: October 23, 2026

Nandrolone → 17beta-Hydroxy-5beta-estran-3-one

https://huagongshe.com/en/reaction/7411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNandroloneHCID 9904—
ReactantTricaprylylmethyl ammonium chlorideHCID 77620884—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product17beta-Hydroxy-5beta-estran-3-oneHCID 21634212107%

Reaction Steps

A solution of 19-nortestosterone (10.0 g, 35.5 mmol) in dichloromethane (100.0 ml) was mixed with the catalyst previously prepared from RhCl3.H2O (380 mg) and Aliquat-336® (800 mg) in water (10.0 ml) and dichloromethane (22.0 ml). The mixture was hydrogenated overnight at 20 psi. The product was washed twice with water (40 ml) and dried on Na2SO4. The catalyst was removed by flash-chromatography on silica gel with CH2Cl2 as eluant to give 10.5 g (92% yield) the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087590B2
Source datasetuspto-grants-2006_08
ORD IDord-825838bf0675463188070eeb1a8507bd
Source noteuspto-grants-2006_08