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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 619192Generated: October 30, 2026

Potassium Carbonate → 3-(4-Pyridinylmethoxy)benzonitrile

https://huagongshe.com/reaction/619192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-CyanophenolHCID 13394—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
SolventDimethylformamideHCID 6228—
Product3-(4-Pyridinylmethoxy)benzonitrileHCID 21846089107%

Reaction Steps

To a mixture of 3-hydroxybenzonitrile (4.76 g, 0.04 mol), K2CO3 (16.6 g, 0.12 mol) and DMF (100 ml) under argon was added 4-chloromethylpyridine hydrochloride (6.56 g, 0.04 mol). The reaction mixture was stirred at room temperature for about two days, the solvent was evaporated and the residue was partitioned between water and CH2Cl2. The organic layer was washed with 2N aqueous NaOH (1×100 ml), brine, then was dried over MgSO4. The solvent was removed in vacuo to afford, as an amber solid, 9.0 g of 3-(4-pyridinylmethoxy)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05958929
Source datasetuspto-grants-1999_09
ORD IDord-914fe003e26b4b57ac31e3aa6aa548d6
Source noteuspto-grants-1999_09