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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046777Generated: October 30, 2026

Water → 2-(2-Nitrobenzoylamino)-3-oxobutanoic acid ethyl ester

https://huagongshe.com/reaction/1046777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-NitrobenzamideHCID 11876—
Reactant1-Diazonio-4-ethoxy-4-oxobut-1-en-2-olateHCID 53999075—
SolventDichloromethaneHCID 6344—
Product2-(2-Nitrobenzoylamino)-3-oxobutanoic acid ethyl esterHCID 5913940277%

Reaction Conditions

Temperature40 °C

Reaction Steps

Rh2(OAc)4 (30 mg, 0.063 mmol) was added to a solution of ethyl diazoacetoacetate (1.0 g, 6.32 mmol) and 2-nitrobenzamide (1.05 g, 6.32 mmol) in methylene chloride (15 mL), and the mixture was stirred at 40° C. for a day and a night. Water was then added to the reaction mixture, extraction was performed with ethyl acetate, and the organic extract was washed with water and saturated saline. After drying over magnesium sulfate, it was concentrated under reduced pressure to yield a crude product, which was then purified by column chromatography to yield the title compound (1.42 g, 77%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569378B2
Source datasetuspto-grants-2013_10
ORD IDord-bbb75d63f6654aa48b5e6f1d70980744
Source noteuspto-grants-2013_10