반응 #84338

반응 방정식

water

1-(3,5-dichloropyridin-2-yl)ethanone

potassium carbonate

acetaldoxime

→

desired crude product

수율 29.1%

1-(3-chloro-5-hydroxypyridin-2-yl)ethanone

수율 29.1%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   기타After completion of the reaction
2. 2
   온도to cool to room temperature
3. 3
   세척washed with diethyl ether (30 ml×1)
4. 4
   추출extracted with ethyl acetate (25 ml×2)
5. 5
   건조dried over saturated aqueous sodium chloride
6. 6
   기타anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure

실험 절차

To a solution of 3.8 g of the 1-(3,5-dichloropyridin-2-yl)ethanone prepared in Step 1 in Synthetic Example 2 and 13.8 g of potassium carbonate in 20 ml of dimethylsulfoxide, 5.9 g of acetaldoxime was added, and the mixture was stirred at 80° C. for 4 hours. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, mixed with 50 ml of water and washed with diethyl ether (30 ml×1), the resulting aqueous layer was acidified with 6N aqueous hydrochloric acid and extracted with ethyl acetate (25 ml×2). 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 to obtain 1.0 g of desired crude product as brown crystals. The crystals were used in the next step without further purification.

출처