Dimethylformamide → HCID 68486955, compound

Temperature

85 °C

4-Nitropyridine-N-oxide (84.00 g), 4-Trifluoromethoxyphenol (107.8 g), K2CO3 (165.7 g) and DMF (420 mL) were placed in a vessel and stirred at 80-90° C. for 4.5 hr. The reaction mixture was then cooled to room temperature and water (2500 mL) and ethyl acetate (2500 mL) were added. The organic material was taken up in ethyl acetate and then the aqueous layer was extracted with ethyl acetate (1000 mL). The all organic extracts were washed three times with water (1000 mL×3). And then the organic extracts were condensed under reduced pressure to give the crude products (150.7 g). The crude products (150.7 g) and n-hexane (1500 mL) were placed in a vessel and stirred at 60° C. for 0.5 hr and then the mixture was allowed to cool to under 10° C. for 1 hr. The mixture was then filtered and the crystalline powder washed with n-hexane (168 mL) and dried at 50° C. for 17 hr to afford 139.4 g (85.73% yield) of a brown crystal target compound.

1. temperatureThe reaction mixture was then cooled to room temperature
2. extractionthe aqueous layer was extracted with ethyl acetate (1000 mL)
3. washThe all organic extracts were washed three times with water (1000 mL×3)
4. customcondensed under reduced pressure
5. customto give the crude products (150.7 g)
6. stirringstirred at 60° C. for 0.5 hr
7. temperatureto cool to under 10° C. for 1 hr
8. filtrationThe mixture was then filtered
9. washthe crystalline powder washed with n-hexane (168 mL)
10. customdried at 50° C. for 17 hr

ORD record

ord-56e15da50e524f2db6d9435ba7da4bba

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08552188B2