تفاعل #58957

معادلة التفاعل

1,5-dimethyl-1H-pyrazole-4-carbaldehyde

sodium hydride

ethyl diethylphosphonoacetate

N,N-dimethylformamide

→

ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate

المردود 49.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe mixture was extracted with ethyl acetate
2. 2
   غسيلThe organic layer was washed with water
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   تركيزconcentrated
5. 5
   أخرىRecrystallization of the residue from ethyl acetate-hexane

الإجراء التجريبي

A mixture of 1,5-dimethyl-1H-pyrazole-4-carbaldehyde (400 mg), sodium hydride (60% in oil, 155 mg), ethyl diethylphosphonoacetate (795 mg) and N,N-dimethylformamide (5 ml) was stirred at room temperature for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. Recrystallization of the residue from ethyl acetate-hexane gave ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate (304 mg, 49%) as colorless prism crystals. melting point: 82-83° C.

المصدر