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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391357Generated: October 30, 2026

3,4-dihydro-2H-pyran → 2,3-Dichloro-5-{[(oxan-2-yl)oxy]methyl}pyridine

https://huagongshe.com/reaction/391357

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantStannous chloride dihydrateHCID 61436—
Reactant(5,6-Dichloropyridin-3-yl)methanolHCID 21882961—
SolventChloroformHCID 6212—
Product2,3-Dichloro-5-{[(oxan-2-yl)oxy]methyl}pyridineHCID 20483544—

Reaction Steps

3,4-Dihydro-2H-pyran (1.1 mL) and tin (II) chloride dihydrate (0.38 g) were added to a chloroform solution of 2,3-dichloro-5-hydroxymethylpyridine (1.5 g), and the reaction mixture was stirred at room temperature for 63 hours. The reaction mixture was filtered, and the solvent was then distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluate; n-hexane:ethyl acetate=100:0 to 90:10). The title compound (1.7 g) was obtained as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383839B2
Source datasetuspto-grants-2013_02
ORD IDord-e92f5479b5914b0cae0688e0c20a86fb
Source noteuspto-grants-2013_02