HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 3-Butyryl-4-chloro-8-methoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4(1H)-Quinolinone, 8-methoxy-3-(1-oxobutyl)- | HCID 10332102 | — |
| Product | 3-Butyryl-4-chloro-8-methoxyquinoline | HCID 11777567 | 58.5% |
Reaction Steps
3-Butyryl-8-methoxy-4(1H)-quinolone (9.0 g, 0.037 mol) and phosphorus oxychloride (100 ml) were heated under reflux for 30 minutes. When cool, the mixture was poured onto ice, adjusted to pH 4 with sodium bicarbonate and extracted with dichloromethane. Evaporation and crystallisation from ethyl acetate-petroleum ether gave 3-butyryl-4-chloro-8-methoxyquinoline (5.5 g. 58.5%), m.p. 114°-116°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04806549 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-25a1860ef39e48d9ba9cfa325e1f7807 |
| Source note | uspto-grants-1989_02 |