HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 13-Ethyl-3-methoxy-6-methylgona-1,3,5(10)-trien-17beta-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 13-Ethyl-3-methoxy-6-methylgona-1,3,5(10)-trien-17-one | HCID 68143405 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 13-Ethyl-3-methoxy-6-methylgona-1,3,5(10)-trien-17beta-ol | HCID 68144444 | 96.5% |
Reaction Steps
Dissolve dl-3-methoxy-6-methyl- 13-ethylgona-1,3,5(10)-trien-17-one (7.0 g) in methanol (300 cc) and treat with sodium borohydride (3.0 g). After spontaneous reflux ceases, make acid with 50% aqueous acetic acid (20 cc). Pour into brine, extract with acid and isolate the dl-3-methoxy-17β-hydroxy-6-methyl-13-ethylgona-1,3,5(10)-triene (6.8 g), m.p. 158°-160°C, λmax. KBr 3.05, 6.45 μ.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04002746 |
| Source dataset | uspto-grants-1977_01 |
| ORD ID | ord-9ae386944b2f41378114fbc6b8630237 |
| Source note | uspto-grants-1977_01 |