反应 #605305

反应方程式

5-Methylthiophene-2-carbaldehyde

ammonium chloride

ethyl azidoacetate

sodium ethoxide

→

title compound

收率 72.1%

Ethyl 2-azido-3-(5-methylthiophen-2-yl)acrylate

收率 72.1%

溶剂

water

methanol

反应条件

后处理

1. 1
   温度cooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
3. 3
   萃取the resulting mixture was extracted with ethyl acetate
4. 4
   洗涤The organic layer was washed with brine
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=100/0−90/10)

实验过程

To a solution of ethyl azidoacetate (10.6 g) in methanol (65 mL) was added sodium ethoxide (20% solution in ethanol, 27.2 g) under ice-cooling, and the mixture was stirred at the same temperature for 1 hour. 5-Methylthiophene-2-carbaldehyde (2.5 g) was added to this solution and the mixture was stirred at room temperature for 1 hour. To the reaction solution was added saturated ammonium chloride aqueous solution and water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=100/0−90/10) to give the title compound (3.39 g)

来源