반응 #58955

반응 방정식

1-methyl-5-(3-pyridinyl)-1H-pyrazole-4-carbaldehyde

sodium hydride

ethyl diethylphosphonoacetate

N,N-dimethylformamide

→

ethyl (2E)-3-[1-methyl-5-(3-pyridinyl)-1H-pyrazol-4-yl]acrylate

수율 75.0%

용매

water

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate
2. 2
   세척The organic layer was washed with water
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   농축concentrated
5. 5
   기타Recrystallization of the residue from ethyl acetate-hexane

실험 절차

A mixture of 1-methyl-5-(3-pyridinyl)-1H-pyrazole-4-carbaldehyde (750 mg), sodium hydride (60% in oil, 176 mg), ethyl diethylphosphonoacetate (1.08 g) and N,N-dimethylformamide (8 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-methyl-5-(3-pyridinyl)-1H-pyrazol-4-yl]acrylate (770 mg, 75%) as pale-yellow prism crystals. melting point: 159-160° C.

출처