Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226224Generated: October 31, 2026

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

https://huagongshe.com/reaction/226224

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 into the solution in a temperature that did not exceed 25° C. Stirring was carried out at room temperature, and then after it had been confirmed by TLC that the starting material had disappeared, vacuum concentration was carried out, thus obtaining 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine (6.14 g (yield: 97.4%)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557217B2
Source datasetuspto-grants-2009_07
ORD IDord-139da017e5424f6c99f23ac86da1a6f5
Source noteuspto-grants-2009_07