Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Perchloric Acid | HCID 24247 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 22789163 | HCID 22789163 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86733294 | HCID 86733294 | 52.9% |
Reaction Steps
2β-(4'-Chloroacetoxy-n-butoxy)-3α-hydroxy-5α-pregnane-11,20-dione (380 mg.) was dissolved in methanol (40 ml.) and the stirred solution heated to 50°C. Perchloric acid (0.5 ml.) was added and the mixture stirred at 50°C for 5 hours. The mixture was neutralised with sodium bicarbonate solution, poured into water and extracted with ether (2 × 100 ml.). The combined extracts were washed with water (200 ml.), dried over anhydrous sodium sulphate and evaporated in vacuo to a white foam (270 mg.) which was purified by preparative tlc in acetone/petroleum ether 1/1 to give the title compound (170 mg.) [α]D + 79.5°
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03952031 |
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| Source dataset | uspto-grants-1976_04 |
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| ORD ID | ord-f4c5b7584c7e4d67ac8c26938a715155 |
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| Source note | uspto-grants-1976_04 |
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