反应详情

To a solution of 1-(aminomethyl)cyclobutanol (62.5 mmol) in dichloromethane (312 mL) was added triethylamine (8.71 mL, 62.5 mmol) and 4-chloro-3-nitroquinoline (13.04 g, 62.5 mmol). More triethylamine (3 mL) was added almost immediately. The reaction was stirred under N2 for 10 days at room temperature, then was diluted with dichloromethane and washed with 1 M aqueous NaOH. A solid formed and was isolated by filtration. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to yield a solid that was crystallized from 2-propanol. The resulting crystals were combined with the solid that was isolated from the extraction and the mixture was triturated with hot 2-propanol. The solid was isolated by filtration, washed with diethyl ether, and air dried to yield 12.83 g of 1-{[(3-nitroquinolin-4-yl)amino]methyl}cyclobutanol as yellow crystals.

1. washwashed with 1 M aqueous NaOH
2. customA solid formed
3. customwas isolated by filtration
4. washThe organic layer was washed with water and brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customto yield a solid
9. customthat was crystallized from 2-propanol
10. customthat was isolated from the extraction
11. customthe mixture was triturated with hot 2-propanol
12. customThe solid was isolated by filtration
13. washwashed with diethyl ether, and air
14. customdried