HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Decanoyl chloride → (8R,9S,10R,13S,14S,17S)-13-ethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl decanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Decanoyl chloride | HCID 66982 | — |
| Edukt | Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)- | HCID 10039774 | — |
| Lösungsmittel | Hydrochloric Acid | HCID 313 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | (8R,9S,10R,13S,14S,17S)-13-ethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl decanoate | HCID 44626081 | 50,1% |
Reaktionsschritte
Add decanoyl chloride (1.9 g.) to 13β-ethyl-17β-hydroxy-gon-4-en-3-one (1.3 g.) in pyridine (12.5 cc.) and allow the mixture to stand at room temperature overnight. Pour the mixture in 2N hydrochloric acid and extract with ether. Wash, dry and evaporate the extracts and recrystallize the residue from benzene-hexane to give the title compound (1.0 g.), m.p. 97°-97.5°; ultraviolet absorption peak at 239 mμ (ε16,500); infrared absorption peaks at 5.74; 5.99, 6.17 μ.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US03959322 |
| Quelldatensatz | uspto-grants-1976_05 |
| ORD ID | ord-26ff28a40a344a6a84d5c76a985b2805 |
| Quellennotiz | uspto-grants-1976_05 |