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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1587753Generated: November 3, 2026

Methanol → HCID 74952549, compound

https://huagongshe.com/reaction/1587753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
ReactantBoronHCID 5462311—
ReactantHCID 86746957HCID 86746957—
ProductHCID 74952549HCID 74952549—

Reaction Conditions

Temperature-10 °C

Reaction Steps

3.5 g of 3-acetyl-pyridine-O-methyl-oxime-N-oxide [J. Heterocyclic Chem. 16 1459, (1979)] is dissolved in 50 cm3 of methanol and cooled to -10° C. 2.4 g of boron and sodium hydride is added, with agitation for 2 hours at ambient temperature followed by evaporation to dryness. The residue is taken up with water and extracted with ethyl acetate. The extracts are dried, evaporated to dryness, and purified by chromatography on silica gel, (eluene: ethyl acetate). 2.85 g of the expected product is obtained. m.p. 94°-96° C., after crystallizing from hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05219873
Source datasetuspto-grants-1993_06
ORD IDord-861c18133dc7447884794f5cb4b22646
Source noteuspto-grants-1993_06