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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229470Generated: October 31, 2026

Methanol → HCID 12966955, compound

https://huagongshe.com/reaction/2229470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCerium(III) chlorideHCID 24636—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 15003065HCID 15003065—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12966955HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420422B1
Source datasetuspto-grants-2002_07
ORD IDord-4dbc69e487e340848990e7273ffe053e
Source noteuspto-grants-2002_07