1-Iodopropane → 4-(3-Methoxy-4-nitrophenyl)-1-propylpyridinium iodide

Participants

Reaction Conditions

Reaction Steps

To 4-[3-(methyloxy)-4-nitrophenyl]pyridine (5 g, 21.72 mmol) in 50 mL of pinacolone was added, 1-iodopropane (14.77 g, 86.87 mmol). The mixture was heated to 102° C. for 24 h. The mixture was cooled and diluted with acetone. The resulting slurry was filtered and washed with acetone. The product was dried under vacuum to give the title compound of step B (5.7 g, 14.24 mmol, 65%). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.22 (d, J=6.78 Hz, 2H), 8.64 (d, J=6.78 Hz, 2H), 8.09 (d, J=8.42 Hz, 1H), 7.90 (d, J=1.65 Hz, 1H), 7.75 (dd, J=8.42, 1.65 Hz, 1H), 4.59 (t, J=7.33 Hz, 2H), 4.06 (s, 3H), 1.91-2.01 (m, 2H), 0.90 (t, J=7.33 Hz, 3H).

Provenance & Evidence