反应详情

温度

0 °C

1 ml (5.5 mmol) of methyl diethylphosphonoacetate are added to a suspension of 220 mg (5.5 mmol) of sodium hydride at 60% in 5 ml of tetrahydrofuran cooled to 0° C. After stirring for 1 h, 500 mg (4.5 mmol) of 1-methyl-1H-imidazole-4-carbaldehyde are added and the mixture is stirred for 4 hours at ambient temperature and then hydrolysed with water and extracted with ethyl acetate. The organic phase is washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over magnesium sulphate, filtered and evaporated. The product obtained is precipitated from heptane and filtered. 430 mg of methyl (E)-3-(1-methyl-1H-imidazol-4-yl)acrylate are obtained in the form of a yellow powder with a yield of 57%.

1. stirringthe mixture is stirred for 4 hours at ambient temperature
2. extractionhydrolysed with water and extracted with ethyl acetate
3. washThe organic phase is washed with a saturated aqueous solution of sodium hydrogen carbonate
4. dry with materialdried over magnesium sulphate
5. filtrationfiltered
6. customevaporated
7. customThe product obtained
8. customis precipitated from heptane
9. filtrationfiltered