Реакция #8007

Уравнение реакции

sodium hydrogencarbonate

6-(3-fluoro-4-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one

potassium carbonate

isobutyl bromide

→

title compound

Выход 85.0%

6-(3-fluoro-4-methylphenyl)-2-isobutyl-4-methoxycarbonyl-2H-pyridazin-3-one

Выход 85.0%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Другоеto drop back to room temperature
2. 2
   Экстракцияthe mixture was extracted with ethyl acetate
3. 3
   ПромывкаThe extract was washed with brine
4. 4
   Сушкаdried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
6. 6
   ДругоеThe residue was purified by column chromatography on silica gel [silica gel 100 g, chloroform/methanol (100/1→50/1))

Методика

To a solution of 6-(3-fluoro-4-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one (5.28 g, 20.0 mmol) in N,N-dimethylformamide (40 mL) were added potassium carbonate (5.53 g, 40.0 mmol) and isobutyl bromide (3.29 g, 24.0 mmol), and the mixture was stirred at 80° C. for 1 hour. The temperature of the reaction mixture was allowed to drop back to room temperature. A saturated aqueous solution of sodium hydrogencarbonate was added, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel [silica gel 100 g, chloroform/methanol (100/1→50/1)) to yield the title compound as an orange oil (5.41 g, 84.9%).

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