تفاعل #84331

معادلة التفاعل

water

N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-(hydroxyimino)ethyl]-2-(trifluoromethyl)benzamide

potassium carbonate

2-iodopropane

→

desired product

المردود 50.1%

(E)-N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-(isopropoxyimino)ethyl]-2-(trifluoromethyl)benzamide

المردود 50.1%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   أخرىAfter completion of the reaction
3. 3
   استخلاصextracted with ethyl acetate (100 ml×3)
4. 4
   غسيلwashed with water (100 ml×1)
5. 5
   تجفيفdried over saturated aqueous sodium chloride
6. 6
   أخرىanhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
7. 7
   أخرىThe resulting residue was purified by silica gel column chromatography

الإجراء التجريبي

To a suspension of 20.00 g of N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-(hydroxyimino)ethyl]-2-(trifluoromethyl)benzamide and 19.48 g of potassium carbonate in 105 ml of N,N-dimethylformamide, 10.38 g of 2-iodopropane was added, and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the reaction mixture was mixed with 200 ml of water and extracted with ethyl acetate (100 ml×3), the resulting organic layers were combined, washed with water (100 ml×1) and 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 ethyl acetate-hexane (with a gradient of from 1:9 to 3:7) as the eluent to obtain 11.00 g of the desired product as white crystals.

المصدر