HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 13beta-Ethyl-17beta-hydroxy-gon-5(10)-en-3-one | HCID 11119766 | — |
| Solvent | Water | HCID 962 | — |
| Product | Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)- | HCID 10039774 | 66.7% |
Reaction Steps
Stir 13β-ethyl-17β-hydroxy-gon-5(10)-en-3-one (300 mg.) for 2 hours under nitrogen at room temperature with methanol (10 cc.)-11N hydrochloric acid (0.5 cc.)-water (0.3 cc.). Add sodium bicarbonate (2 g.) and ether (50cc.), filter the mixture, evaporate the ether and recrystallize the residue from ethyl acetate-ether to give 13β-ethyl-17β-hydroxy-gon-4-en-3-one (0.2 g.), m.p. 147°-149°; ultraviolet absorption peak at 242 mμ (ε 17,600); infrared absorption peaks at 2.78, 2.90, 6.02, 6.17.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03959322 |
| Source dataset | uspto-grants-1976_05 |
| ORD ID | ord-c064d5c716dc4d5bb5c55e7613db9d56 |
| Source note | uspto-grants-1976_05 |