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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335162Generated: October 25, 2026

Dimethylformamide → 5-(Benzyloxy)-2-chloropyridine

https://huagongshe.com/reaction/335162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
SolventWaterHCID 962—
Product5-(Benzyloxy)-2-chloropyridineHCID 1001371799.9%

Reaction Steps

6-Chloropyridin-3-ol (30.00 g, 231.6 mmol), 1-(bromomethyl)benzene (43.57 g, 254.7 mmol), and potassium carbonate (80.01 g, 579.0 mmol) were added to DMF (500 mL) and stirred at ambient temperature overnight. Water was added and extracted with ether. The organic phase was washed with 1M NaOH, dried, filtered, and concentrated to provide the title compound (50.8 g, 99.86% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883828B2
Source datasetuspto-grants-2014_11
ORD IDord-cf8d630a2c4040d8bce771347a161879
Source noteuspto-grants-2014_11