反応 #84272

反応方程式

water

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

hydrazine monohydrate

→

desired product

収率 94.4%

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

収率 94.4%

溶媒

ethanol

反応条件

後処理

1. 1
   その他After completion of the reaction
2. 2
   温度to cool to room temperature
3. 3
   抽出extracted with ethyl acetate (5 ml×3)
4. 4
   乾燥dried over saturated aqueous sodium chloride
5. 5
   その他anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
6. 6
   その他The resulting residue was purified by silica gel column chromatography

実験手順

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.

出典