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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918058Generated: November 2, 2026

21-(2'-Cyanoethoxy)-5alpha-pregnane-3,11,20-trione → 21-(2'-Cyanoethoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dione

https://huagongshe.com/reaction/918058

Reaction equation

Participants

RoleNameHCIDCharge
Reactant21-(2'-Cyanoethoxy)-5alpha-pregnane-3,11,20-trioneHCID 22791480—
CatalystTetrachloroiridium--hydrogen chloride--water (1/2/1)HCID 16211483—
Product21-(2'-Cyanoethoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dioneHCID 227914790.2%

Reaction Steps

The product, crude 21-(2'-cyanoethoxy)-5α-pregnane-3,11,20-trione (0;80 g.) was treated with chloroiridic acid solution (24 ml.). The mixture was refluxed for 24 hours cooled and partitioned between water and ether. The organic layer was washed with saturated aqueous sodium bicarbonate, water, dried (Na2SO4) and evaporated. The residue was subjected to preparative t.l.c. EtOAc, petrol (1:1) to give title compound (0.2 g.) as a white foam, [α]D + 85° (c 1.1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03969345
Source datasetuspto-grants-1976_07
ORD IDord-4b63a3f388e649d4be7738fa6366b288
Source noteuspto-grants-1976_07