HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 68144451, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | 13-Ethyl-3-methoxy-6-methylgona-1,3,5(10)-trien-17beta-ol | HCID 68144444 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68144451 | HCID 68144451 | 95% |
Reaction Steps
Add dl-3-methoxy-17β-hydroxy-6-methyl-13-ethylgona-1,3,5(10)-triene (6.80 g) in tetrahydrofuran (200 cc) to liquid ammonia (800 cc) containing tetrahydrofuran (250 cc). Add lithium metal (3.5 g) portionwise and stir the solution for 1.75 hours. Discharge the blue color by dropwise addition of absolute ethanol over 0.25 hours followed by water (2,000 cc). Filter, wash and dry to obtain the dl-3-methoxy-17β-hydroxy-6-methyl-13-ethylgona-2,5(10)-diene (6.5 g), m.p. 176°-182°, λ max. KBr 3.05 μ, 5.90 μ, 6.0 μ, no absorption in the ultraviolet above 220 mμ.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04002746 |
| Source dataset | uspto-grants-1977_01 |
| ORD ID | ord-8f5ccad029d24b9c8fb473720cf3a320 |
| Source note | uspto-grants-1977_01 |