Isopropyl iodide → HCID 66886284, compound

Participants

Reaction Steps

A solution of 2.0 g (11.5 mmol) 2-chloro-5-nitrophenol in 15 ml of acetonitrile was treated with 11.26 g (34.6 mmol) cesium carbonate and 2.06 g (12.1 mmol) 2-iodopropane and heated overnight at reflux temperature. 993 mg (12.1 mmol) of 4-methylimidazole was added and the mixture refluxed again overnight. After evaporation of the solvent, water was added and the crude material extracted with ethyl acetate. The product was purified on silica gel with ethyl acetate to give 337 mg (11%) of 1-(2-isopropoxy-4-nitro-phenyl)-4-methyl-1H-imidazole as a slightly brownish solid. MS ISP (m/e): 262.0 (100) (M+H)+. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.95-7.85 (m, 3H), 7.40 (d, 1H), 6.99 (s, 1H), 4.73 (sept, 1H), 2.31 (s, 3H), 1.40 (d, 6H).

Provenance & Evidence