Acetonitrile → HCID 23614502, compound

Participants

Reaction Steps

Tetrabutylammonium cyanide (1.44 g, 5.4 mmol) was added to a solution of 5-chloromethyl-4-methyl-2-(3-trifluoromethyl-phenyl)-thiazole (1.2 g, 4.1 mmol) in acetonitrile (27 ml). The solution was stirred at ambient temperature for 16 h, saturated aqueous sodium bicarbonate solution/ice water 1/1 and ethyl acetate were added and the layers were separated. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with ice water/brine 1/1, dried over sodium sulfate and the solvent was evaporated in vacuo to give brown oil which was purified by column chromatography (silica gel, pentane/ethyl acetate) to yield 700 mg (2.5 mmol, 60%) of the title compound as orange oil.

Provenance & Evidence