تفاعل #1857591

معادلة التفاعل

4-(chloromethyl)-3,5-dimethylisoxazole

4-nitro-1H-pyrazole

t-BuOK

H2O

→

3,5-dimethyl-4-((4-nitro-1H-pyrazol-1-yl)methyl)isoxazole

المردود 78.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىwas removed
2. 2
   درجة الحرارةThe reaction was refluxed for 16 hours
3. 3
   أخرىthe precipitate formed
4. 4
   ترشيحwas collected by filtration
5. 5
   غسيلThe precipitate was washed with additional H2O
6. 6
   أخرىthen dried under high vacuum

الإجراء التجريبي

To 4-nitro-1H-pyrazole (Example 4-1d) (3.8 g, 34 mmol) in DMF (80 mL) cooled to 0° C., via an ice/water bath, was added t-BuOK (4.2 g, 38 mmol). After addition of the base the ice bath was removed and the mixture was stirred for 30 minutes followed by the addition of 4-(chloromethyl)-3,5-dimethylisoxazole (5 g, 34 mmol). The reaction was refluxed for 16 hours then cooled to ambient temperature. H2O was added to the reaction mixture and the precipitate formed was collected by filtration. The precipitate was washed with additional H2O then dried under high vacuum to afford 3,5-dimethyl-4-((4-nitro-1H-pyrazol-1-yl)methyl)isoxazole (5.8 g, 78%) as a light yellow solid. 1H NMR (CDCl3, 400 MHz): δ 2.23 (s, 3H), 2.46 (s, 3H), 5.08 (s, 2H), 8.02 (s, 1H), 8.08 (s, 1H).

المصدر