HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 12966955, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cerium(III) chloride | HCID 24636 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 15003065 | HCID 15003065 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12966955 | HCID 12966955 | — |
Reaction Steps
The unsaturated ketone (3) (3.03 g) was dissolved into a mixed solvent of methanol (60 ml) and THF (7 ml). Into the obtained solution cerium (III) chloride.7H2O (2.38 g) was added at −20° C., and stirred at the same temperature for 10 minutes, into which sodium borohydride (0.25 g) was added and stirred for 5 minutes. A crude compound obtained by a usual work-up was purified using a column chromatography to give the title compound (4a) as a compound having a lower polarity and the 3R-hydroxy compound (4b) of the title compound (4a) as a compound having a higher polarity. Yield: 4.58 9 (4a:3S-hydroxy compound)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420422B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-4dbc69e487e340848990e7273ffe053e |
| Source note | uspto-grants-2002_07 |