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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005397Generated: October 26, 2026

Ethyl Acetate → 1-(4-Methoxybenzyl)-4-methyl-3-nitro-2-pyridone

https://huagongshe.com/reaction/1005397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant2-Hydroxy-4-methyl-3-nitropyridineHCID 345370—
SolventDimethylformamideHCID 6228—
Product1-(4-Methoxybenzyl)-4-methyl-3-nitro-2-pyridoneHCID 1101118256%

Reaction Steps

To a stirred suspension of 4-methyl-3-nitro-2-pyridone (2.0 g, 13 mmol) in DMF (60 mL) was added NaH (60% suspension in oil, 0.52 g). After 1 hour, 4-methoxybenzyl chloride (1.8 mL) was added, and the mixture was stirred at rt overnight. Ethyl acetate was added, and the organic phase was washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel (ethyl acetate/hexane) gave 1-(4-methoxybenzyl)-4-methyl-3-nitro-2-pyridone (2.0 g, 7.3 mmol, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06054470
Source datasetuspto-grants-2000_04
ORD IDord-6fe0c71066cb46978ebd0d24c3978065
Source noteuspto-grants-2000_04