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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606486Generated: October 31, 2026

20,20-Ethylenedioxy 2-hydroxymethylene-5alpha-pregnane-3,11-dione → 20,20-Ethylenedioxy-2alpha-methyl-5alpha-pregnane-3,11-dione

https://huagongshe.com/reaction/1606486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant20,20-Ethylenedioxy 2-hydroxymethylene-5alpha-pregnane-3,11-dioneHCID 86733331—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product20,20-Ethylenedioxy-2alpha-methyl-5alpha-pregnane-3,11-dioneHCID 867333306%

Reaction Steps

A mixture of 20,20-ethylenedioxy-2-hydroxymethylene-5α-pregnane-3,11-dione (6 g.), palladium-on-charcoal (10%, 2.5 g.) and ethyl acetate (250 ml.) was shaken under hydrogen for 51/2 hr. The mixture was then filtered through Kieselguhr and the filtrate was evaporated to dryness (6.1 g.) in vacuo. A portion of the residue (3 g.) was subjected to preparative t.l.c. The less polar fraction (0.59 g.) was crystallised from methanol to give title compound (0.35 g.), m.p. 168°-169°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03953429
Source datasetuspto-grants-1976_04
ORD IDord-02bf4e31309d4f19a243a96a3cadcfa5
Source noteuspto-grants-1976_04