HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Oxalate → 2,3-Dioxo-1-p-tolylpiperidine-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 4-(p-Tolylamino)butanenitrile | HCID 21332521 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2,3-Dioxo-1-p-tolylpiperidine-4-carbonitrile | HCID 67997314 | 51.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383631B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-fa899f9e5bb540a9847758db1863c18e |
| Source note | uspto-grants-2013_02 |