反应详情

To a suspension of tert-butyl 4-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate (7.70 g, 25.3 mmol) in N,N-dimethylformamide (50 mL) was added potassium carbonate (3.84 g, 27.8 mmol) and isopropyl bromoacetate (3.60 ml, 27.8 mmol), and the mixture was stirred at room temperature for 5 hours. The reaction mixture was diluted with water and extracted with ethyl acetate (X2). The combined organic layer was washed with aqueous sodium chloride (X2) and brine (X1), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column, chromatography eluting with a 5-20% ethyl acetate/hexane gradient mixture to give 8.95 g (22.1 mmol, 87.5%) of the title compound as a colorless oil.

1. extractionextracted with ethyl acetate (X2)
2. washThe combined organic layer was washed with aqueous sodium chloride (X2) and brine (X1)
3. dry with materialdried over sodium sulfate
4. concentrationconcentrated in vacuo
5. customThe residue was purified by silica gel column, chromatography
6. washeluting with a 5-20% ethyl acetate/hexane gradient mixture