1,1'-Carbonyldiimidazole → 2(3H)-Benzoxazolone, 5-(trifluoromethoxy)-

Temperature

70 °C

To a mixture of 2-amino-4-(trifluoromethoxy)phenol (1.01 g) and 1,4-dioxane (20 mL) was added CDI (1.10 g), followed by heating and stirring at 70° C. for 7 hours. The reaction mixture was cooled to room temperature, and then the solvent was concentrated to a half of the volume under reduced pressure. To the obtained residue was added water (30 mL), followed by adjusting to pH 4 by the addition of concentrated hydrochloric acid under ice-cooling, and stirring at the same temperature for 1 hour. The resulting solid was collected by filtration to obtain 5-(trifluoromethoxy)-1,3-benzoxazol-2(3H)-one (830 mg).

1. temperatureby heating
2. temperatureThe reaction mixture was cooled to room temperature
3. concentrationthe solvent was concentrated to a half of the volume under reduced pressure
4. additionTo the obtained residue was added water (30 mL)
5. additionby adjusting to pH 4 by the addition of concentrated hydrochloric acid under ice-
6. temperaturecooling
7. stirringstirring at the same temperature for 1 hour
8. filtrationThe resulting solid was collected by filtration

ORD record

ord-e77aa613571342ab8da8fabcf7a48f60

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08937087B2