反应详情

温度

72.5 °C

(E)-3-(4-(Trifluoromethyl)phenyl)-2-propenamide (10.0 g,46.5 mmol) and 1,3-dichloroacetone (11.0 g, 86.6 mmol) were added to toluene (50 ml), and the mixture was subjected to refluxing azeotropic dehydration using a Dean-Stark tube for 8.5 hours. The reaction mixture was concentrated under reduced pressure. To the residue were added dimethyl sulfoxide (50 ml) and sodium acetate trihydrate (15.8 g, 116.1 mmol). The mixture was stirred at 70-75° C. for 4 hours. Methanol (50 ml) was added. After allowing-to cool to room temperature and stirring; the mixture was stirred under ice-cooling for 1 hour. The precipitated crystals were collected by filtration, washed with cold-methanol (30 ml) and dried under reduced pressure to give 4-(acetoxymethyl)-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazole (13.1 g, yield 65%).

1. temperatureto refluxing azeotropic dehydration
2. customfor 8.5 hours
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. temperatureAfter allowing-to cool to room temperature
5. stirringstirring
6. stirringthe mixture was stirred under ice-
7. temperaturecooling for 1 hour
8. filtrationThe precipitated crystals were collected by filtration
9. washwashed with cold-methanol (30 ml)
10. customdried under reduced pressure