HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 17-hydroxy-3-methoxy-14,15-methylenestra-1,3,5(a)-trien
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 11130234 | HCID 11130234 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 17-hydroxy-3-methoxy-14,15-methylenestra-1,3,5(a)-trien | HCID 173233 | — |
| Product | HCID 11022909 | HCID 11022909 | — |
Reaction Steps
400 mg of 3-methoxy-14α,15α-methylene-estra-1,3,5(10)-triene-17-one dissolved in 150 ml of methanol are mixed with 400 mg of sodium borohydride at 0° C. and set aside overnight at room temperature. The mixture is poured into cold aqueous acetic acid. The precipitate is dried and preparative layer chromatography on silica gel (mobile phase: benzene/acetone/methanol 45:5:1) yields 180 mg of 3-methoxy-14α,15α-methylene-estra-1,3,5(10)-triene-17α-ol and 220 mg of 3-methoxy-14α,15α-methylene-estra-1,3,5(10)-triene-17β-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04231946 |
| Source dataset | uspto-grants-1980_11 |
| ORD ID | ord-ef02689505524e5ab1b607a041e89833 |
| Source note | uspto-grants-1980_11 |