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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043910Generated: November 1, 2026

Sodium Methoxide → (2-Methoxy-6-methylpyridin-4-yl)methanol

https://huagongshe.com/reaction/1043910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant(2-Chloro-6-methylpyridin-4-yl)methanolHCID 22504306—
SolventDimethylformamideHCID 6228—
Product(2-Methoxy-6-methylpyridin-4-yl)methanolHCID 53804368—

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium methoxide (11.3 mL, 28% solution in methanol) was added to a solution of (2-chloro-6-methylpyridin-4-yl)methanol (1.75 g) in DMF (18 mL), and the mixture was stirred at 80° C. for 12 hours. Subsequently, the reaction mixture was stirred at 120° C. for seven hours. The reaction mixture was concentrated under reduced pressure, and a saturated aqueous ammonium chloride solution was added to the residue, followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 10% to 70%) to give the title compound (1.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563565B2
Source datasetuspto-grants-2013_10
ORD IDord-694d2e280bf9438d967e837a11970c19
Source noteuspto-grants-2013_10