تفاعل #8007

معادلة التفاعل

sodium hydrogencarbonate

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

potassium carbonate

isobutyl bromide

→

title compound

المردود 85.0%

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

المردود 85.0%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر