Potassium Iodide → 1-[4-(4-{2-[(e)-2-(-4-Trifluoromethanesulfinyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1h-[1,2,3]triazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.815 g (3.75 mmol) 4-(4-[1,2,3]triazol-1-yl-butyl)-phenol and 0.815 g (2.50 mmol) cesium carbonate in 15 ml butanone was stirred at 60° C. for 30 min, then 1.40 g (4.17 mmol) 4-chloromethyl-2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazole and 0.692 g (4.17 mmol) potassium iodide were added and stirring at 60° C. continued for 40 hours. After evaporation, 50 ml water was added and the mixture extracted with two portions of 50 ml ethyl acetate. The combined organic layers were washed with 1N sodium hydroxide and water, dried over sodium sulfate and evaporated to give 2.20 g raw product. After chromatography on silica, eluent dichloromethane/methanol 20:1, resulted 1.40 g (72%) pure title compound as tan crystals melting at 122-123° C.

Provenance & Evidence