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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390000Generated: October 29, 2026

Diethyl Oxalate → 2,3-Dioxo-1-p-tolylpiperidine-4-carbonitrile

https://huagongshe.com/reaction/390000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
ReactantSodium ethoxideHCID 2723922—
Reactant4-(p-Tolylamino)butanenitrileHCID 21332521—
SolventEthanolHCID 702—
Product2,3-Dioxo-1-p-tolylpiperidine-4-carbonitrileHCID 6799731451.6%

Reaction Steps

4-(p-Tolylamino)butanenitrile (13.23 g, 75.929 mmol) was dissolved in ethanol (189.8 mL). After adding diethyl oxalate (10.3 mL, 75.929 mmol) and then adding sodium ethoxide (34.0 mL, 91.115 mmol) to the resultant reaction mixture, reaction was carried out under reflux for 2 days. The reaction solution was cooled to room temperature and the concentrated solution was filtered. A target compound (8.94 g, 39.167 mmol, 51.6%) was yielded as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383631B2
Source datasetuspto-grants-2013_02
ORD IDord-fa899f9e5bb540a9847758db1863c18e
Source noteuspto-grants-2013_02