반응 #84272

반응 방정식

water

(E)-N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-(cyclopropylmethoxyimino)ethyl]phthalimide

hydrazine monohydrate

→

desired product

수율 94.4%

(E)-2-amino-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethanone-O-(cyclopropylmethyl)oxime

수율 94.4%

용매

ethanol

반응 조건

후처리

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

실험 절차

To 98 mg of (E)-N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-(cyclopropylmethoxyimino)ethyl]phthalimide in 3 ml of ethanol, 76 mg of hydrazine monohydrate was added, and the mixture was stirred at 80° C. for 1 hour. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, mixed with 5 ml of water and extracted with ethyl acetate (5 ml×3). The resulting organic layers were combined, dried over saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using methanol-chloroform (1:10) as the eluent to obtain 65 mg of the desired product as a pale yellow oil. The oil was used in the next step without further purification.

출처