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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556000Generated: October 30, 2026

Thionyl Chloride → 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine

https://huagongshe.com/reaction/556000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(3-Methoxypropoxy)-3-methyl-2-pyridinemethanolHCID 10465749—
SolventEthyl AcetateHCID 8857—
Product2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridineHCID 11031667112.8%

Reaction Steps

2-Hydroxymethyl-4-(3-methoxypropoxy)-3-methylpyridine (5.0 g (23.7 mmol)) was dissolved in ethyl acetate (40 ml), and thionyl chloride (4.23 g (35.6 mmol)) was added dropwise thereto so that the temperature did not exceed 25° C. Following stirring at room temperature, disappearance of the raw materials was confirmed by TLC, and 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine (6.14 g) was obtained by concentrating under a reduced pressure (yield: 97.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053580B2
Source datasetuspto-grants-2011_11
ORD IDord-352a761859c44a97a0b05f7dba19e662
Source noteuspto-grants-2011_11