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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924409Generated: October 30, 2026

Cerium(III) chloride → HCID 59226486, compound

https://huagongshe.com/reaction/924409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCerium(III) chlorideHCID 24636—
ReactantSodium borohydrideHCID 4311764—
Reactant3-(3-Nitropyridin-4-yl)cyclohex-2-enoneHCID 59226544—
SolventEthanolHCID 702—
ProductHCID 59226486HCID 5922648655.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-(3-nitropyridin-4-yl)cyclohex-2-en-1-one (1.9 g, 8.7 mmol) and cerium trichloride (4.2 g, 11 mmol) in EtOH (30 mL) at 0° C., sodium tetrahydroborate (0.43 g, 11 mmol) was slowly added. The reaction mixture was stirred at 0° C. for 2 h, then quenched with water (40 mL). After vacuum filtration, the residue was diluted with EtOAc. The aqueous layer was extracted three times with EtOAc. The combined organic layers were dried, filtered and concentrated under reduced pressure to give a crude product, which was further purified by silica gel column chromatography (eluting with 0-30% MeOH in EtOAc) to give the sub-title compound (1.06 g, 55%). LCMS calc. for C11H13NO3 (M+H)+: m/z=221.1. Found: 221.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278950B2
Source datasetuspto-grants-2016_03
ORD IDord-eca8f2868b0140bcb8477c85625c7956
Source noteuspto-grants-2016_03