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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594659Generated: October 26, 2026

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

https://huagongshe.com/reaction/1594659

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, 3 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 numberUS06284768B1
Source datasetuspto-grants-2001_09
ORD IDord-4a31d0aeb60e4c9aa3d63ad277987e99
Source noteuspto-grants-2001_09