Reacción #81305

Ecuación de reacción

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

Disolventes

diethyl ether

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added to the reaction mixture, whilst ice-
2. 2
   Temperaturacooling
3. 3
   OtroThe ethyl acetate layer was separated
4. 4
   Lavadowashed with water
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   OtroThe solvent was then removed by distillation under reduced pressure
7. 7
   OtroThe crystalline product thus obtained
8. 8
   Lavadowas washed with diisopropyl ether

Procedimiento

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.).

Fuente