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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651427Generated: October 26, 2026

Methyl iodide → 2,6-Dichloro-4-(methoxymethyl)pyridine

https://huagongshe.com/reaction/651427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant(2,6-Dichloropyridin-4-yl)methanolHCID 2794840—
SolventTetrahydrofuranHCID 8028—
Product2,6-Dichloro-4-(methoxymethyl)pyridineHCID 15550233—

Reaction Steps

0.18 g of 2,6-dichloro-4-pyridinemethanol were dissolved into 5 ml of tetrahydrofuran (hereinafter referred to as “THF”), the solution was cooled by ice, and thereafter 0.04 g of sodium hydride (oil base, 60%) were added. To this, a solution of 0.15 g of methyl iodide dissolved in 2 ml of THF was added dropwise, and stirring was conducted for 2 hours at room temperature. Ethyl acetate was added to the reacted solution, and after the organic phase was washed by water, the organic phase was dried by adding sodium sulfate. The solvent was removed by evaporation, and the residue was purified by silica gel column chromatography to obtain 0.06 g of 2,6-dichloro-4-methoxymethylpyridine (Compound No. 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06281231B1
Source datasetuspto-grants-2001_08
ORD IDord-3347a39eab45476b9e8f518207fd1a9d
Source noteuspto-grants-2001_08