1-Iodopropane → HCID 67317679, compound

Participants

Reaction Conditions

Reaction Steps

To pinacolone (200 mL, Aldrich) were added 3-(3-methyl-4-nitrophenyl)pyridine (5.3 g, 24.0 mmol) and propyliodide (17.0 g, 100.0 mmol, Fluka). The reaction was stirred at 102° C. for 12 h. Solids were collected and washed with MeOH (2×20 mL) to afford 3-(3-methyl-4-nitrophenyl)-1-propylpyridinium iodide (8.7 g, 90% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 0.92 (t, J=7.3 Hz, 3 H), 1.97-2.06 (m, 2 H), 2.62 (s, 3 H), 4.62 (t, J=7.3 Hz, 2 H), 7.98 (dd, J=8.5, 1.9 Hz, 1 H), 8.07 (d, J=1.1 Hz, 1H), 8.21 (d, J=8.6 Hz, 1 H), 8.29 (dd, J=8.1, 6.1 Hz, 1 H), 9.00 (d, J=8.4 Hz, 1 H), 9.12 (d, J=6.0 Hz, 1 H), 9.57 (s, 1 H); ESIMS (M+H)+=257.

Provenance & Evidence