反应详情

To a stirred, cooled (-20° C.) solution of 3,3,3-trifluoro-2-hydroxy-2-methylpropanoic acid (0.95 g, 6.0 mmol) in N,N-dimethylacetamide (15 mL) was added thionyl chloride (0.72 g, 6.0 mmol) and the mixture stirred at -10° to -15° C. for 1 hour. 4'-Amino-2,5-difluoro benzophenone (1.00 g, 4.3 mmol) was added in one portion and the reaction mixture stirred at room temperature overnight. The mixture was poured into water and the aqueous solution filtered to yield a brown solid. Recrystallization from methylene chloride/hexane yielded the title propanamide as a white solid (1.03 g, 69%); mp 145°-147° C. 1H-NMR (250 MHz, d6-DMSO): 1.59 (s, 3H, CH3) 7.44-7.47 (m, 3H, aromatic) 7.57 (s, 1H, OH) 7.77 (d, 2H, J=8.0 Hz, aromatic) 7.97 (d, 2H, J= 8.0 Hz, aromatic) 10.40 (s, 1H, NH). MS (CI, CH4): 374 (M+1).

1. stirringthe reaction mixture stirred at room temperature overnight
2. filtrationthe aqueous solution filtered
3. customto yield a brown solid
4. customRecrystallization from methylene chloride/hexane