反应详情

Hexane-washed 80% sodium hydride (1.45 g, 0.0483 mol) in dimethylformamide (80 mL) under argon was treated with a solution of 2-n-butylimidazole (5.45 g, 0.0439 mol) in dimethylformamide (14 mL) dropwise at 25° C., and the reaction was stirred an additional hour. Then, 2-(trimethylsilyl)ethoxymethyl chloride (SEM-Cl) (7.68 g, 0.0461 mol) was added, the mixture was stirred for 18 hours at ambient temperature and then partitioned between ice water and ethyl acetate. The washed, dried, concentrated organic solution was flash chromatographed over silica gel with 1:1 hexane in ethyl acetate to yield 10.8 g (96%) of 2-n-butyl-1-(trimethylsilyl)ethyoxymethyl-imidazole.

1. stirringthe mixture was stirred for 18 hours at ambient temperature
2. custompartitioned between ice water and ethyl acetate
3. customThe washed, dried
4. customchromatographed over silica gel with 1:1 hexane in ethyl acetate