HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4,4-Dimethyl-6alpha-hydroxymethyl-17beta-hydroxyandrostan-3,7-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3,3-(Ethylenedioxy)-4,4-dimethyl-6alpha-hydroxymethyl-17beta-tert-butyl-dimethylsilyloxyandrostan-7-one | HCID 68729131 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4,4-Dimethyl-6alpha-hydroxymethyl-17beta-hydroxyandrostan-3,7-dione | HCID 68730752 | 95% |
Reaction Steps
3,3-(ethylenedioxy)-4,4-dimethyl-6α-hydroxymethyl-17β-tert-butyl-dimethylsilyloxyandrostan-7-one (100 mg) was dissolved in dioxane (2 ml) then 1N HCl (2 ml) was added and the mixture stirred at RT for 5.5 h. 5% NaHCO3 was added and the solvent evaporated to dryness. The water phase was extracted with DCM, dried over Na2SO4 and evaporated to dryness to give 4,4-dimethyl-6α-hydroxymethyl-17β-hydroxyandrostan-3,7-dione in 95% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664210B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-5f03c74621cf485faaf136a48fba4d01 |
| Source note | uspto-grants-2014_03 |