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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659045Generated: October 30, 2026

Sodium ethoxide → 4-Oxo-pyrrolidine-1,3-dicarboxylic acid diethyl ester

https://huagongshe.com/reaction/659045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactantethyl 3-[ethoxycarbonyl-(2-ethoxy-2-oxoethyl)amino]propanoateHCID 4381617—
SolventEthanolHCID 702—
Product4-Oxo-pyrrolidine-1,3-dicarboxylic acid diethyl esterHCID 276314—

Reaction Conditions

Temperature80 °C

Reaction Steps

Intermediate (e) (18.0 g, 65.2 mmol) was added to an ice bath cooled solution of NaOEt (32.6 mL) (21% by weight in EtOH) in absolute EtOH (41.7 mL) under a nitrogen atmosphere. The ice bath was removed and the mixture was heated at 80° C. for about 12 h until the condensation was complete as observed by TLC. The mixture was poured onto ice/water and extracted into EtOAc. The solvent was dried with Na2SO4, filtered, and evaporated to afford crude intermediate (f) as an off white solid (14.05 g) which was carried on without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080556B2
Source datasetuspto-grants-2011_12
ORD IDord-cdf601ddefbc45f5a832363300a87067
Source noteuspto-grants-2011_12