Реакция #155333

Уравнение реакции

N-Bromopropyl phthalimide

Sodium hydride

DMF

5-fluoro-3-(4-methoxyphenyl)-8-propoxy-1H-quinolin-4-one

→

2-{3-[5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1yl]propyl}isoindole-1,3-dione

Выход 59.2%

Растворители

ethyl acetate

water

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirred at room temperature for 30 minutes and at 50° C. for 5 hours
2. 2
   Температураcooled
3. 3
   workup.STIRRINGby stirring for 2 hours
4. 4
   ДругоеThe generated insoluble matter was separated
5. 5
   Промывкаwashed with water
6. 6
   Другоеdried

Методика

Sodium hydride (60% oil base, 800 mg, 18.3 mmol) was added to a DMF solution (25 ml) of 5-fluoro-3-(4-methoxyphenyl)-8-propoxy-1H-quinolin-4-one (5.0 g, 15.2 mmol). The mixture was stirred for 30 minutes at room temperature. N-Bromopropyl phthalimide (4.48 g, 16.7 mmol) was added to the mixture and stirred at room temperature for 30 minutes and at 50° C. for 5 hours. The reaction mixture was ice-cooled and water (20 ml) and ethyl acetate were added thereto, followed by stirring for 2 hours. The generated insoluble matter was separated, washed with water, and then dried, giving a pale yellow powder of 2-{3-[5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1yl]propyl}isoindole-1,3-dione (4.63 g, yield: 59%).

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