Chlorotriethylsilane → 4-[2,2,2-Trifluoro-1-(triethylsilyloxy)ethyl]pyridine

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Reaction Steps

To 20 ml of pyridine were added 3.4 g of 2,2,2-trifluoro-1-pyridin-4-yl-ethanol and 1.17 g of 4-dimethylaminopyridine, and 3.76 g of triethylsilyl chloride was added at 0° C. After stirring at room temperature for 4 hours, the mixture was poured into an aqueous saturated ammonium chloride solution, followed by extraction with t-butyl methyl ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 5.5 g of 4-[2,2,2-trifluoro-1-(triethylsilyloxy)ethyl]pyridine.

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