反应详情

In a solution of 0.20 g of N-(5-chloro-2-pyrimidinyl)-4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl benzoic acid amide in 3 mL of tetrahydrofuran, 0.025 g of 55% oily sodium hydride was added under cooling with ice and with stirring and stirred at room temperature for 10 minutes. After ceasing the generation of hydrogen gas, 0.045 g of acetyl chloride was added under cooling with ice and with stirring, and continued to stir at the same temperature further for 1 hour. After the completion of the reaction, the reaction mixture was poured in 10 mL of ice water, extracted with ethyl acetate (10 mL×1), the organic phase was dehydrated with and dried over saturated sodium chloride aqueous solution and then anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that was eluated with ethyl acetate-hexane (gradient of 1:9 to 3:7) to obtain 0.10 g of the aimed product as white crystal.

1. temperatureunder cooling with ice
2. stirringstirred at room temperature for 10 minutes
3. additionwas added
4. temperatureunder cooling with ice
5. stirringwith stirring
6. stirringto stir at the same temperature further for 1 hour
7. customAfter the completion of the reaction
8. extractionextracted with ethyl acetate (10 mL×1)
9. dry with materialdried over saturated sodium chloride aqueous solution
10. distillationanhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure
11. customThe residue was purified with silica gel column chromatography that