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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250438Generated: October 31, 2026

Diethyl Oxalate → Ethyl 3-[2-(2-methoxyethoxy)-5-nitropyridin-4-yl]-2-oxopropionate potassium salt

https://huagongshe.com/reaction/2250438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
ReactantPotassiumHCID 5462222—
Reactant2-(2-Methoxyethoxy)-4-methyl-5-nitropyridineHCID 59820021—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductEthyl 3-[2-(2-methoxyethoxy)-5-nitropyridin-4-yl]-2-oxopropionate potassium saltHCID 67461922117.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To 265 mg (6.78 mmol) potassium in 20 mL absolute diethylether, 2.5 mL ethanol were slowly added. The mixture is cooled to 0° C. and a solution of 720 mg (3.39 mmol) 2-(2-Methoxy-ethoxy)-4-methyl-5-nitro-pyridine in 2.5 mL of absolute diethylether and 0.5 mL ethanol were added. 3.966 g (27.14 mmol) oxalic acid diethylester in 15 mL toluene were added tropwise over 45 min. The reaction mixture was stirred at room temperature for 4 h. The precipitate was filtered, washed with diethyl ether/n-heptane 1/1 and dried in vacuo. 1.4 g of 3-[2-(2-Methoxy-ethoxy)-5-nitro-pyridin-4-yl]-2-oxo-propionic acid ethylester potassium salt were isolated as a red solid and used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317027B2
Source datasetuspto-grants-2008_01
ORD IDord-3bf07c71ef3e41e0a220ba4cfca77219
Source noteuspto-grants-2008_01