تفاعل #9979

معادلة التفاعل

water

Sodium hydride

5-(4-chlorophenyl)-4-(pyridin-4-yl)pyrazole

(2-trimethylsilylethoxy)methyl chloride

→

title compound

المردود 90.0%

5-(4-Chlorophenyl)-4-(pyridin-4-yl)-1-(2-trimethylsilylethoxy)methylpyrazole

المردود 90.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature overnight
2. 2
   استخلاصthe mixture was extracted with ethyl acetate
3. 3
   غسيلThe organic layer was washed with water
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   أخرىthe solvent was removed by distillation under reduced pressure
6. 6
   أخرىThe residue was purified by column chromatography through silica gel (eluent, hexane:ethyl acetate=3:1)

الإجراء التجريبي

55% Sodium hydride (1.41 g, 32.1 mmol) was suspended in tetrahydrofuran (300 ml). To the suspension was added 5-(4-chlorophenyl)-4-(pyridin-4-yl)pyrazole (8.21 g, 32.1 mmol), and the resulting mixture was stirred at room temperature for 1 hour. To the resulting mixture was added (2-trimethylsilylethoxy)methyl chloride (5.68 ml, 32.1 mmol) dropwise under ice cooling, and the mixture was stirred at room temperature overnight. At the end of this time, water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography through silica gel (eluent, hexane:ethyl acetate=3:1), to give the title compound (11.12 g) as a pale brown oil (yield 90%).

المصدر