反应详情

温度

100 °C

To the solution of 1.0 g (4.4 mmol) 2-(4-chlorophenyl)benzimidazole (commercially available) in 10 mL N,N-dimethylformamide, 4.6 g (14.0 mmol) cesium carbonate and 3.3 g (13.1 mmol) bromo-cyclohexyl-acetic acid ethyl ester (commercially available) were added and the brown suspension was stirred for 22 h at 100° C. After cooling to room temperature the reaction was poured on water and extracted three times with ethyl acetate. The organic phases were washed with water and brine, dried over magnesium sulfate and filtered. To the filtrate silica gel was added and the solvent evaporated. The adsorbed crude product was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:ethyl acetate 100:0 to 50:50) to give the desired compound as a colorless solid (58%). MS (Turbo Spray): m/z=397.2 [M+H].

1. temperatureAfter cooling to room temperature the reaction
2. additionwas poured on water
3. extractionextracted three times with ethyl acetate
4. washThe organic phases were washed with water and brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. additionTo the filtrate silica gel was added
8. customthe solvent evaporated
9. customThe adsorbed crude product was purified by silica gel chromatography
10. washeluting with a gradient of n-heptane:ethyl acetate 100:0 to 50:50)