HuagongsheHuagongshe Chemistry Print Report · For research reference only
21-Bromo-3alpha-hydroxy-5alpha-pregnane-11,20-dione → 21-Bromo-5alpha-pregnane-3,11,20-trione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 21-Bromo-3alpha-hydroxy-5alpha-pregnane-11,20-dione | HCID 86733467 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 21-Bromo-5alpha-pregnane-3,11,20-trione | HCID 86733474 | 85.4% |
Reaction Steps
21-Bromo-3α-hydroxy-5α-pregnane-11,20-dione (412 mg.) in acetone (20 ml) was stirred during dropwise addition of Jones reagent (0.4 ml) at room temperature. After 10 minutes, the reaction mixture was poured onto water extracted with chloroform and the combined chloroform extract was washed with water, dried (MgSO4) and evaporated. The residue was crystallised from ether/petrol to give title compound (350 mg) as white microcrystals 170°, [α]D + 132° (c 1.1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03959260 |
| Source dataset | uspto-grants-1976_05 |
| ORD ID | ord-95b781a7d09e4e778756b47f6166412c |
| Source note | uspto-grants-1976_05 |