反应详情

温度

50 °C

A solution of 7-iodo-6-methoxybenzofuran-3(2H)-one (0.348 g, 1.20 mmol) synthesized in Example B46, Step 2 in triethylamine (10 mL) was added with tert-butyl 4-(prop-2-ynyl)piperidine-1-carboxylate (0.269 g, 1.20 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.0842 g, 0.120 mmol) and copper(I) iodide (0.0114 g, 0.0600 mmol), and the mixture was stirred overnight at 50° C. The reaction mixture was concentrated, and then added with water, and the mixture was extracted with methylene chloride. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain tert-butyl 4-[3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)prop-2-ynyl]piperidine-1-carboxylate (0.281 g, 61%).

1. concentrationThe reaction mixture was concentrated
2. additionadded with water
3. extractionthe mixture was extracted with methylene chloride
4. washThe organic layer was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customThe solvent was evaporated
7. customthe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate)