Reaktion #81305

Reaktionsgleichung

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

Lösungsmittel

diethyl ether

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.).

Quelle