HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 4-hydroxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Methyl 2-(3-formylphenoxy)acetate | HCID 1494380 | — |
| Reactant | 3-Acetyl-2,4-dihydroxyquinoline | HCID 54682512 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-hydroxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone | HCID 67348436 | 67.5% |
Reaction Steps
To a mixture of 1.43 g of 3-[(methoxycarbonyl)methoxy]benzaldehyde, 0.50 g of 3-acetyl-4-hydroxy-2(1H)-quinolinone and 6 ml pyridine was added 0.1 ml of piperidine, and this was heated under reflux for 1 hour. After cooled to room temperature, precipitated crystals were filtered, and washed with tetrahydrofuran to obtain 0.63 g of 4-hydroxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone [Compound No. (7e)] as a yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989478B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-101657a9c98346db952dc23842f87c67 |
| Source note | uspto-grants-2011_08 |