反应详情

温度

75 °C

To a solution of p-acetanisidide (1.00 g, 6.05 mmol), potassium carbonate (0.92 g, 6.7 mmol), sodium hydroxide (0.27 g, 6.8 mmol) and tetra-n-butylammoniumbromide (0.39 g, 1.2 mmol) in 10 mL of toluene was added 3-chloro-2-methyl-1-propene (0.71 mL, 7.3 mmol) at room temperature. After the reaction mixture was stirred at 75° C. for 4 h, the reaction mixture was cooled to room temperature, and was diluted with ethyl acetate. The solution was washed with water, 3 M HCl, saturated NaHCO3 aqueous solution and brine, successively, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20 to 60/40) to obtain the title compound (1.26 g, 95%).

1. temperaturethe reaction mixture was cooled to room temperature
2. washThe solution was washed with water, 3 M HCl, saturated NaHCO3 aqueous solution and brine
3. dry with materialsuccessively, and dried over MgSO4
4. filtrationAfter filtration
5. concentrationthe filtrate was concentrated in vacuo
6. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=80/20 to 60/40)