反応 #81305

反応方程式

ethylmagnesium bromide

2-butyl-1-tritylimidazole-4,5-dicarbonitrile

2-butyl-1-tritylimidazole-4,5-dinitrile

ammonium chloride

ethyl acetate

→

title compound

2-Butyl-5-cyano-4-propionyl-1-tritylimidazole

溶媒

diethyl ether

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwas added to the reaction mixture, whilst ice-
2. 2
   温度cooling
3. 3
   その他The ethyl acetate layer was separated
4. 4
   洗浄washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   その他The solvent was then removed by distillation under reduced pressure
7. 7
   その他The crystalline product thus obtained
8. 8
   洗浄was washed with diisopropyl ether

実験手順

14 ml of a 3M solution of ethylmagnesium bromide in diethyl ether were added dropwise at 10° C. under an atmosphere of nitrogen to a solution of 8.33 g of 2-butyl-1-tritylimidazole-4,5-dicarbonitrile [prepared as described in Preparation 5(i)] in 83 ml of tetrahydrofuran, and the resulting mixture was stirred at room temperature for 3 hours. At the end of this time, a mixture of a saturated aqueous solution of ammonium chloride and ethyl acetate was added to the reaction mixture, whilst ice-cooling. The ethyl acetate layer was separated, washed with water and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure. The crystalline product thus obtained was washed with diisopropyl ether, to give 4.56 g of the title compound, melting at 140°-143° C. (softening at 83° C.).

出典