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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911841Generated: November 1, 2026

Dimethylformamide → 5-(Benzyloxy)-2-chloropyridine

https://huagongshe.com/reaction/911841

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 numberUS08022223B2
Source datasetuspto-grants-2011_09
ORD IDord-4fab81db64f6467ca3984aaa237ec087
Source noteuspto-grants-2011_09