HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-Hydroxy-2-oxo-1,2-dihydroquinoline-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 3-Bromo-7-hydroxy-4-methylchromen-2-one | HCID 5337545 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Hydroxy-2-oxo-1,2-dihydroquinoline-5-carbaldehyde | HCID 86683429 | 95.3% |
Reaction Steps
Compound 1 (38 g, 249.6 mmol) and pyridine (21.7 g, 275.0 mmol) were dissolved in DCM (750 mL). (CF3CO)2O (57.7 g, 275.0 mmol) was added dropwise at 0° C. After that the reaction mixture was stirred at RT for 16 h. The reaction mixture was diluted with DCM (500 mL), washed with 1N HCl, concentrated. The residue was purified by silica gel column (PE:EA=10:1), afforded compound 2 (45 g, 72%) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040714B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e66b7c0178974a83b40a588fcf4809cb |
| Source note | uspto-grants-2015_05 |