Water → 3-Chloro-2-(4-chloro-3-isopropoxyphenyl)-5-trifluoromethylpyridine

Participants

Reaction Steps

0.23 g (7.8 mmol) of an 80% suspension of sodium hydride in mineral oil was washed with anhydrous pentane to remove the mineral oil and then suspended in 50 ml of anhydrous dimethylformamide. A solution of 2.0 g (6.5 mmol) of 3-chloro-2-(4-chloro-3-hydroxyphenyl)5-trifluoromethylpyridine in 50 ml of anhydrous dimethylformamide was added dropwise to this suspension at 0° C. After the addition is complete, the mixture was stirred for 15 minutes and then 1.3 g (7.8 mmol) of isopropyl iodide were slowly added dropwise. The mixture was then stirred at 20°-25° C. for about 15 h and subsequently poured into 400 ml of water and extracted three times with methyl tert-butyl ether. The combined organic phases were washed with water, dried over sodium sulfate and evaporated under reduced pressure. Yield: 1.9 g (83%) of a colorless oil.

Provenance & Evidence