反应详情

A solution of 0.4 g of benzyltriphenylphosphonium chloride in 20 ml of dried THF was cooled to -30°. To the above solution was added 0.65 mL of 1.6 M n-BuLi dropwise. As the BuLi was added the solution turned to deep orange color. After stirring for 10 min. at -30°, 0.32 g of 1-(4-nitrobenzyl)-2-butyl-4-chloroimidazole-5-aldehyde was added and the reaction mixture was allowed to warm up to room temperature and stirred at room temperature for 2 hours. The reaction mixture was quenched with 2 mL of saturated NH4Cl solution and diluted with ethyl acetate, and the ethyl acetate solution was washed with water and a brine solution. Evaporation gave a thick oil residue which was purified by the flash silica gel column chromatography (hexane:ethyl acetate=3:1 elution) to give a thick yellow oil, 0.39 g.

1. stirringstirred at room temperature for 2 hours
2. customThe reaction mixture was quenched with 2 mL of saturated NH4Cl solution
3. additiondiluted with ethyl acetate
4. washthe ethyl acetate solution was washed with water
5. customEvaporation
6. customgave a thick oil residue which
7. customwas purified by the flash silica gel column chromatography (hexane:ethyl acetate=3:1 elution)
8. customto give a thick yellow oil, 0.39 g