反应详情

温度

75 °C

To a solution of 2-Methyl-4-[5-trifluoromethyl-5-(3-trifluoromethyl-phenyl)-4,5-dihydro-isoxazol-3-yl]-benzaldehyde oxime (250 mg) in DMF (8 mL) was added N-chloro succinimide (84 mg) and heated to 75° C. for 1 h. After cooling, the reaction mixture was poured onto ice-water and extracted with EtOAc. The combined organic layers were washed with water, dried (Na2SO4) and concentrated in vacuoto ¼ of the original volume to obtain the crude hydroxamic acid chloride. This mixture was added to a solution of 2-picolylamine (65 mg) and triethylamine (0.15 mL, 0.11 g) in THF (8 mL) and stirred at room temperature over night. After concentration in vacuo, the mixture was purified by chromatography on silica gel to obtain the title compound (138 mg, 44%).

1. temperatureAfter cooling
2. additionthe reaction mixture was poured onto ice-water
3. extractionextracted with EtOAc
4. washThe combined organic layers were washed with water
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated in vacuoto ¼ of the original volume
7. customto obtain the crude hydroxamic acid chloride
8. concentrationAfter concentration in vacuo
9. customthe mixture was purified by chromatography on silica gel