反应详情

To a solution of the obtained mixture (750 mg) of N-[1-(5-sulfanyl-1-benzofuran-2-yl)ethyl]acetamide and N-[1-(5-bromo-1-benzofuran-2-yl)ethyl]acetamide in anhydrous DMF (6.4 mL) were added 4-ethoxybenzyl chloride (1.09 g, 6.38 mmol) and potassium carbonate (880 mg, 0.456 mmol), and the reaction mixture was stirred at room temperature overnight. Saturated brine was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4), and the obtained solid was washed with diethyl ether to give N-(1-{5-[(4-ethoxybenzyl)sulfanyl]-1-benzofuran-2-yl}ethyl)acetamide (205 mg, yield from (N-[1-(5-{[tert-butyl(dimethyl)silyl]oxy}-1-benzothiophen-2-yl)ethyl]acetamide 16%).

1. extractionthe mixture was extracted twice with ethyl acetate
2. washThe extract was washed with saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe solvent was evaporated under reduced pressure
5. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:4)
6. washthe obtained solid was washed with diethyl ether