Reacción #1605821

Ecuación de reacción

5-Acetyl-8-hydroxy-1H-quinolin-2-one

potassium carbonate

4-methoxybenzyl chloride

→

5-acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one

Rendimiento 53.8%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONTo the reaction mixture was added
2. 2
   Otropurified water (0.5 L)
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature overnight
4. 4
   FiltraciónThe precipitate was collected by filtration
5. 5
   Lavadowashed with purified water
6. 6
   Otrodried under reduced pressure

Procedimiento

5-Acetyl-8-hydroxy-1H-quinolin-2-one (29.5 g, 0.15 mol) was suspended in N,N-dimethylformamide (145 mL), potassium carbonate (22.2 g, 0.16 mol) and successively 4-methoxybenzyl chloride (22.7 g, 0.15 mol) were added thereto, and the mixture was stirred at 90° C. overnight. To the reaction mixture was added purified water (0.5 L) and the mixture was stirred at room temperature overnight. The precipitate was collected by filtration, washed with purified water, dried under reduced pressure to obtain 5-acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one (26.1 g).

Fuente