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A solution of 3-thiopheneacetonitrile (1 mL, 9.4 mmol) in THF (40 mL) was cooled for 15 minutes in a -78 C acetone/dry ice bath before a 1 M solution of NaHMDS in THF (9.4 mL, 9.4 mmol) was slowly added. The resulting solution was stirred 45 minutes before iodocyclohexane (1.5 mL, 1 1.6 mmol) was added to the dark orange solution. The reaction was stirred 10 minutes before allowing to warm to 0 C. After 1 hr. at this temperature the reaction was quenched with saturated aqueous ammonium chloride and diluted with water and ethyl acetate. The layers were separated, and the aqueous layer extracted 3 x ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude product was purified by silica gel chromatography using 0-15% ethyl acetate in hexanes gradient to afford the titled product 2-cyclohexyl-2-<strong>[13781-53-8](thiophen-3-yl)acetonitrile</strong>.