HuagongsheHuagongshe Chemistry Print Report · For research reference only
21-(2'-Cyanoethoxy)-5alpha-pregnane-3,11,20-trione → 21-(2'-Cyanoethoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 21-(2'-Cyanoethoxy)-5alpha-pregnane-3,11,20-trione | HCID 22791480 | — |
| Catalyst | Tetrachloroiridium--hydrogen chloride--water (1/2/1) | HCID 16211483 | — |
| Product | 21-(2'-Cyanoethoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dione | HCID 22791479 | 0.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03969345 |
| Source dataset | uspto-grants-1976_07 |
| ORD ID | ord-4b63a3f388e649d4be7738fa6366b288 |
| Source note | uspto-grants-1976_07 |