Reaktion #84331

Reaktionsgleichung

water

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

potassium carbonate

2-iodopropane

→

desired product

Ausbeute 50.1%

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

Ausbeute 50.1%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   SonstigeAfter completion of the reaction
3. 3
   Extraktionextracted with ethyl acetate (100 ml×3)
4. 4
   Waschenwashed with water (100 ml×1)
5. 5
   Trocknendried over saturated aqueous sodium chloride
6. 6
   Sonstigeanhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
7. 7
   SonstigeThe resulting residue was purified by silica gel column chromatography

Vorschrift

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.

Quelle