HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 11065756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | But-2-yn-1-amine hydrochloride | HCID 12599999 | — |
| Reactant | 5-(5-Chloro-2-thienyl)cyclohexane-1,3-dione | HCID 18317518 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 11065756 | HCID 11065756 | 30% |
Reaction Steps
To a mixture of 5-(5-chloro-2-thienyl)cyclohexane-1,3-dione (2.2 g), 1-amino-2-butyne hydrochloride (1.0 g) and tetrahydrofuran (40 ml) was added triethylamine (0.96 g), and the mixture was stirred at room temperature for 1 hour, refluxed for 12 hours and cooled. Insoluble materials were filtered off, and under reduced pressure, the solvent was evaporated. The residue was stirred at 250° C. for 3.5 hours, cooled and purified with silica gel column chromatography (EtOAc/hexane) to give oil of 7-(5-chloro-2-thienyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.79 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06350749B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-026c4710ed174dfbbde5c1f8d53820ad |
| Source note | uspto-grants-2002_02 |