反应详情

温度

0 °C

To a solution of 5-bromo-1H-imidazole (1.0 eq.) in thy THF (0.4 M solution) was added NaH (60%, 1.2 eq.) portionwise at 0° C. The mixture was stirred for 2 hr at 0° C., then SEMCl (1.2 eq.) was added and the mixture was stirred for 12 hr at RT. The reaction was quenched by the addition of sat. aq. NH4Cl solution and the mixture extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4) and concentrated under reduced pressure. The crude was purified by column chromatography on silica gel eluting with 20-50% EtOAc/petroleum ether to obtain E1 as an oil. 1H NMR (300 MHz, CDCl3) δ: 7.45 (1H, s), 7.00 (1H, s), 5.21 (2H, s), 3.47 (2H, t, J=8.2 Hz), 0.89 (2H, t, J=8.2 Hz), 0.00 (9H, s). MS (ES) C9H17BrN2OSi requires: 276/278, found: 277/279 (M+H)+.

1. stirringthe mixture was stirred for 12 hr at RT
2. customThe reaction was quenched by the addition of sat. aq. NH4Cl solution
3. extractionthe mixture extracted with EtOAc
4. washThe organic layer was washed with brine
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated under reduced pressure
7. customThe crude was purified by column chromatography on silica gel eluting with 20-50% EtOAc/petroleum ether