반응 #81297

반응 방정식

sodium hydride

2-butylimidazole-4,5-dicarbonitrile

ethyl acetate

trityl chloride

→

title compound

수율 82.2%

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

수율 82.2%

용매

N,N-dimethylformamide

water

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture was stirred at 50° C. for 6 hours
2. 2
   추출the product was extracted with ethyl acetate
3. 3
   건조The extract was dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was removed by distillation under reduced pressure
5. 5
   기타The resulting residue was purified by column chromatography through silica gel
6. 6
   workup.ADDITIONby volume mixture of ethyl acetate and hexane as the eluent

실험 절차

1.25 g of sodium hydride (as a 55% w/w dispersion in mineral oil) were added, whilst ice-cooling, to a solution of 5 g of 2-butylimidazole-4,5-dicarbonitrile (prepared as described in Preparation 1) in 50 ml of N,N-dimethylformamide, and the resulting mixture was stirred for 15 minutes. 10 g of trityl chloride were then added, and the reaction mixture was stirred at 50° C. for 6 hours. At the end of this time, it was mixed with ethyl acetate and water, and the product was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by column chromatography through silica gel, using a 1:5 by volume mixture of ethyl acetate and hexane as the eluent, to give 9.83 g of the title compound as a syrup, which solidified on being allowed to stand. The solid melted at 144°-147° C. (with decomposition and coloration at 94°-98° C.).

출처