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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609858Generated: November 3, 2026

Thionyl Chloride → 2-Chloromethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridine

https://huagongshe.com/reaction/609858

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(3-Methoxypropoxy)-3,5-dimethyl-2-pyridinemethanolHCID 15166229—
SolventChloroformHCID 6212—
Product2-Chloromethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridineHCID 1516632388.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

4.70 g of crude 2-hydroxymethyl-4-(3-methoxypropoxy)-3,5-dimethylpyridine was dissolved in 50 ml of chloroform to obtain a solution. A solution of 2.7 g of thionyl chloride in 10 ml of chloroform was dropwise added to the above solution at 0° C. and the obtained mixture was stirred at 0° C. for one hour. After the completion of the reaction, the reaction mixture was neutralized with a saturated aqueous solution of sodium hydrogencarbonate and extracted with 150 ml of chloroform twice. The extract was dried over magnesium sulfate and filtered. The filtrate was distilled to remove the solvent. The obtained residue was dried in a vacuum to obtain 4.52 g of the title compound as a crude oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998445
Source datasetuspto-grants-1999_12
ORD IDord-6c7ef36f208c4887a015a92279d4d052
Source noteuspto-grants-1999_12