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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693079Generated: November 2, 2026

Dimethylformamide → 1-(4-METHOXYPHENYL)PYRIDIN-2(1H)-ONE

https://huagongshe.com/reaction/1693079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-IodoanisoleHCID 69676—
ReactantHCID 178418642HCID 178418642—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
Product1-(4-METHOXYPHENYL)PYRIDIN-2(1H)-ONEHCID 1219138551.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

Potassium carbonate (1.16 g, 8.41 mmol) and copper iodide (16 mg, 0.084 mmol) were added to a dimethylformamide (12 mL) solution of 4-hydroxypyridine (800 mg, 8.41 mmol) and 4-iodo-1-methoxybenzene (3.94 g, 16.8 mmol), and stirred at 150° C. for 21 hours. The reaction mixture was cooled to room temperature, then water was added to the reaction mixture, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried with anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-300, hexane/ethyl acetate=1/1) to obtain the entitled compound (870 mg, 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158652B2
Source datasetuspto-grants-2012_04
ORD IDord-369dc2aa1d444e1799749a86758b7447
Source noteuspto-grants-2012_04