HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 3-Methoxy-18-methyl-1,3,5(10),15-estratetraen-17beta-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (8R,9S,13S,14S)-13-ethyl-3-methoxy-7,8,9,11,12,14-hexahydro-6H-cyclopenta[a]phenanthren-17-one | HCID 14257189 | — |
| Reactant | Cerium trichloride heptahydrate | HCID 21585214 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Methoxy-18-methyl-1,3,5(10),15-estratetraen-17beta-ol | HCID 14257191 | 95.1% |
Reaction Steps
4.7 g of 3-methoxy-18-methyl-1,3,5(10),15-estratetraen-17-one in 30 ml of tetrahydrofuran and 45 ml of methanol are mixed with 6.8 g of cerium(III)-chloride heptahydrate. At 0° C., 1.0 g of sodium borohydride is added, in portions. After 1 hour, the reaction mixture is put in ice/water. The precipitated product is suctioned off, dissolved in ethyl acetate, washed with water and dried. 4.5 g of 3-methoxy-18-methyl-1,3,5(10),15-estratetraen-17β-ol is obtained as a foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04923640 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-b2d4f757bd81478e8c6e297e53c393b0 |
| Source note | uspto-grants-1990_05 |