반응 #8007

반응 방정식

sodium hydrogencarbonate

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

potassium carbonate

isobutyl bromide

→

title compound

수율 85.0%

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

수율 85.0%

용매

N,N-dimethylformamide

반응 조건

후처리

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

실험 절차

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%).

출처