Hydrochloric Acid → N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methylprop-2-enamide

Temperatur

-20 °C

To a solution of methacrylamide (153.00 g, 1797.88 mmol) in 800 mL of N,N-dimethylformamide was added 4-cyano-3-(trifluoromethyl)phenyl fluoride (200 g, 1057.58 mmol) at room temperature. The solution was cooled in a methanol/dry ice bath to −20° C. To this cooled solution was added sodium hydride (102 g, 2696.84 mmol), portion-wise, while keeping the reaction mixture temperature below 70° C. The reaction mixture was allowed to cool to room temperature and stirred for 4 hours under nitrogen atmosphere. Water (915 mL) was added followed by 18% HCl (250 mL) and hexane (970 mL). The resultant slurry was allowed to stir overnight. The solid was filtered, washed sequentially with water (3×150 mL) and hexane (100 mL), and dried at 60° C. to give the title product as an off white solid (260 g, 97%).

1. customthe reaction mixture temperature below 70° C
2. temperatureto cool to room temperature
3. stirringto stir overnight
4. filtrationThe solid was filtered
5. washwashed sequentially with water (3×150 mL) and hexane (100 mL)
6. customdried at 60° C.

ORD-Eintrag

ord-d113f59bfde646149230683ce9a96dd1

Quelldatensatz

uspto-grants-2003_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06562994B2