HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 17Alpha-ethyl-3-methoxyestra-1,3,5(10)-trien-17beta-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | 17alpha-Ethyl-3-methoxyestra-1,3,5(10),8-tetraen-17-ol | HCID 68145495 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Aniline | HCID 6115 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 17Alpha-ethyl-3-methoxyestra-1,3,5(10)-trien-17beta-ol | HCID 86584 | 66.2% |
Reaction Steps
Add dl-17α-ethyl-3-methoxyestra-1,3,5(10),8-tetraen-17-ol (3 g) in tetrahydrofuran (50 ml) to lithium (0.8 g) in aniline (8 ml) and liquid ammonia (200 ml). Stir for two hours, decompose by adding ammonium chloride and water, and extract with ether. Wash, dry and evaporate the organic extract, and crystallize from ethyl acetate-hexane to obtain dl-17α-ethyl-3-methoxyestra-1,3,5(10)-trien-17β-ol (2 g), m.p. 133°--135°; ultraviolet absorption maximum at 279 mμ (ε2,120).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03959322 |
| Source dataset | uspto-grants-1976_05 |
| ORD ID | ord-7412800590ff40b5ab273d6d6729b4da |
| Source note | uspto-grants-1976_05 |