反应详情

Cesium carbonate (51.5 g, 158 mmol) was added to a solution of 2-hydroxy-4-methoxybenzonitrile (11.8 g, 79 mmol) in acetone (100 mL). 2-Iodopropane (12.5 mL, 125 mmol) was added. The mixture was heated at reflux for 3 h. Water was added and the mixture was extracted with diethyl ether (4×100 mL). The combined organic extracts were washed with diluted ammonium hydroxide, brine and dried (MgSO4). Evaporation of the solvents and chromatography of the residue over silica gel using 5% diethyl ether in hexanes gave 2-isopropoxy-4-methoxybenzonitrile (13.2 g, 87%).

1. temperatureThe mixture was heated
2. temperatureat reflux for 3 h
3. extractionthe mixture was extracted with diethyl ether (4×100 mL)
4. washThe combined organic extracts were washed with diluted ammonium hydroxide, brine
5. dry with materialdried (MgSO4)
6. customEvaporation of the solvents and chromatography of the residue over silica gel using 5% diethyl ether in hexanes