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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609850Generated: October 30, 2026

Thionyl Chloride → 2-Chloromethyl-4-(4-methoxybutoxy)pyridine

https://huagongshe.com/reaction/609850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Hydroxymethyl-4-(4-methoxybutoxy)pyridineHCID 15166224—
SolventChloroformHCID 6212—
Product2-Chloromethyl-4-(4-methoxybutoxy)pyridineHCID 1516622383.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

5.6 g of crude 2-hydroxymethyl-4(4-methoxybutoxy)pyridine was dissolved in 80 ml of chloroform to obtain a solution. A solution of 3.8 g of thionyl chloride in 10 ml of chloroform was dropwise added to this solution at 0° C. 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 200 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 5.09 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-bda5f107551b44808eaf383623be8c0c
Source noteuspto-grants-1999_12