Hydrochloric Acid → Quinolin-4(3H)-one

2-Aminoacetophenone (7.0 g, 52 mmol) was added to and dissolved in 1,4-dioxane (100 ml). To the solution obtained was added sodium methoxide (8.4 g, 156 mmol), and the mixture was stirred at room temperature for 30 minutes. Ethyl formate (21 ml, 261 mmol) was then added, and the mixture was stirred at room temperature for an additional 125 minutes. After adding water (5 ml) to the reaction solution, and stirring for 10 minutes, 10% hydrochloric acid was added to the mixture for neutralization. The reaction solution was then concentrated under reduced pressure. The residue was suspended in chloroform (100 ml), collected by filtration, washed with chloroform (100 ml), and then purified by silica gel column chromatography to give 4.5 g of the desired compound (yield 60%).

1. customTo the solution obtained
2. stirringthe mixture was stirred at room temperature for an additional 125 minutes
3. stirringstirring for 10 minutes
4. concentrationThe reaction solution was then concentrated under reduced pressure
5. filtrationcollected by filtration
6. washwashed with chloroform (100 ml)
7. custompurified by silica gel column chromatography

ORD record

ord-d682050077764efa8dbf3d64c8c8bfb9

Source dataset

uspto-grants-2001_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06187926B1