反应详情

温度

110 °C

A solution of methyl 3-[3-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)phenyl]isonicotinate (0.25 g) and (R)-3-chlorostyrene oxide (0.13 g) in anhydrous toluene (2 ml) was heated at reflux (ca. 110° C.) for 18 h. The mixture was cooled to ca. 50° C., 1M sodium hydroxide solution (4.8 ml) and methanol (3 ml) were added over 5-10 min. The apparatus was configured to distill out 4 ml of solvents under atmospheric pressure. The homogeneous mixture obtained was heated at reflux for 2 h. The mixture was cooled to <50° C., and concentrated hydrochloric acid (36%, 0.3 ml) was added dropwise to adjust pH to 7. The aqueous solution was loaded on to silica gel column and eluted with a mixture of dichloromethane and methanol (8/2, v/v). The product was isolated as 0.2 g (57%) of hygroscopic brown solid.

1. temperatureThe mixture was cooled to ca. 50° C.
2. distillationto distill out 4 ml of solvents under atmospheric pressure
3. customThe homogeneous mixture obtained
4. temperaturewas heated
5. temperatureat reflux for 2 h
6. temperatureThe mixture was cooled to <50° C.
7. washeluted with a mixture of dichloromethane and methanol (8/2