반응 #84334

반응 방정식

N-[2-(5-bromo-3-chloropyridin-2-yl)-2-(isopropoxyimino)ethyl]-2-(trifluoromethyl)benzamide

3,3-dimethyl-1-butyne

water

→

desired product

수율 99.7%

N-[2-[3-chloro-5-(3,3-dimethyl-1-butynyl)pyridin-2-yl]-2-(isopropoxyimino)ethyl]-2-(trifluoromethyl)benzamide

수율 99.7%

용매

triethylamine

반응 조건

후처리

1. 1
   기타After completion of the reaction
2. 2
   온도to cool to room temperature
3. 3
   추출extracted with ethyl acetate (20 ml×1)
4. 4
   세척The resulting organic layer was washed with water (10 ml×1)
5. 5
   건조dried over saturated aqueous sodium chloride
6. 6
   기타anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography

실험 절차

To a solution of 0.15 g of N-[2-(5-bromo-3-chloropyridin-2-yl)-2-(isopropoxyimino)ethyl]-2-(trifluoromethyl)benzamide and 0.05 g of 3,3-dimethyl-1-butyne in 3 ml of triethylamine, 0.04 g of copper(I) iodide and 0.02 g of dichlorobistriphenylphosphine palladium(II) were added, and the mixture was stirred at 80° C. for 3 hours. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, mixed with 10 ml of water and extracted with ethyl acetate (20 ml×1). The resulting organic layer was washed with water (10 ml×1) and dried over saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate-hexane (with a gradient of from 1:5 to 2:4) as the eluent to obtain 0.15 g of the desired product as a yellow resinous substance.

출처