反应详情

温度

65 °C

To a solution of 5-methylene-3-(2,2,3,3-tetrafluoro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)thiazolidin-2-imine (Example 22C, 0.14 g, 0.44 mmol) in acetonitrile (3 mL) was added Hunig's base (0.062 g, 0.48 mmol) followed by pivaloyl chloride (0.064 g, 0.54 mmol). The mixture was heated for 12 hours at 65° C. The mixture was cooled down and more pivaloyl chloride (0.064 g, 0.54 mmol) was added. The mixture was heated again at 65° C. for 12 hours. After cooling, the reaction mixture was diluted with CH2Cl2 (50 mL) and washed with water and brine. The organic phase was dried over sodium sulfate, filtered and dried. After evaporation under reduced pressure, the residue was chromatographed over silica using CH2Cl2-5% MeOH/CH2Cl2 to supply the titled compound. 1H NMR (CDCl3) δ ppm 1.05 (9 H), 2.30 (3 H), 6.80 (1 H), 7.20 (1 H), 7.40 (1 H), 7.50 (1 H); MS (ESI) m/z 405(M+H)+.

1. temperatureThe mixture was cooled down
2. temperatureThe mixture was heated again at 65° C. for 12 hours
3. temperatureAfter cooling
4. washwashed with water and brine
5. dry with materialThe organic phase was dried over sodium sulfate
6. filtrationfiltered
7. customdried
8. customAfter evaporation under reduced pressure
9. customthe residue was chromatographed over silica