Potassium Carbonate → HCID 66696609, compound

Participants

Reaction Steps

A mixture of 1-(1-isocyanoethylsulfonyl)-4-methylbenzene (0.893 g, 4.27 mmol), 5-(trifluoromethyl)furan-2-carbaldehyde (0.70 g, 4.3 mmol), and K2CO3 (1.18 g, 8.53 mmol) in MeOH (25 mL) was heated to reflux. After 2.5 hr the reaction mixture was cooled to ambient temperature and stirred overnight. The reaction mixture was extracted with EtOAc (2×200 mL) and washed with water (2×200 mL), then washed with brine and dried over Na2SO4, filtered, and concentrated to an orange solid. The crude product was chromatographed on silica gel (Analogix® SF25-40G column, 0%-25% EtOAc/hexanes, 30 mL/min) to yield 709 mg (77%) of the title compound as a light yellow solid. 1H NMR (300 MHz, MeOH-d4) δ 8.19 (s, 1H), 7.12 (m, 1H), 6.80 (dd, J=3.7, 0.6 1H), 2.41 (s, 3H). MS (DCI+) m/z 218 (M+H).

Provenance & Evidence