N-tert-butylfuran-2-carboxaMide

Synthesis

617-90-3

75-65-0

98331-10-3

Under nitrogen atmosphere, 2-cyanofuran (1 mmol) and tert-butanol (2 mmol) were added to a pre oven-dried Schlenk tube. After stirring for 15-20 min at room temperature, a catalytic amount of ionic liquid was added, followed by stirring the reaction mixture at the indicated temperature for a specified time (see Table 1 for specific conditions). The reaction process was monitored by thin layer chromatography (TLC) and gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the reaction mixture was quenched using distilled water followed by neutralization with dilute sodium bicarbonate (NaHCO3) solution. The product was extracted by ether and the organic phase was dried with anhydrous magnesium sulfate (MgSO4) followed by evaporation under vacuum to remove the ether to give the crude product. The crude product was further purified by column chromatography using hexane-ethyl acetate (80:20, v/v) as eluent, resulting in the pure N-(tert-butyl)furan-2-carboxamide as a colorless solid.

References