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 2 hours, decompose by adding ammonium chloride and water, and extract with ether. Wash, dry and evaporate the organic extract, and crystallize from ethyl acetatehexane 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 | US04002746 |
| Source dataset | uspto-grants-1977_01 |
| ORD ID | ord-f2e43891741845679833540267732568 |
| Source note | uspto-grants-1977_01 |