2-Methylpyridine → 1-[4-(4-Butyl-phenyl)-butyl]-2-methyl-pyridinium bromide

Beteiligte Stoffe

Reaktionsschritte

1-(4-Bromo-butyl)-4-butyl-benzene (1 mmol) was added to a solution of 2-picoline (3 mmol) in acetonitrile, and the solution was refluxed for 24 hours. The acetonitrile was removed in a vacuum, and the resulting residue was partitioned between ether and water. The aqueous layer was washed extensively with ether until no 2-picoline was left in the aqueous layer. The resulting aqueous solution of the product was extracted with chloroform. The chloroform was removed to afford the product (74%). 1HNMR (300 MHz, CDCl3, ppm), 9.69 (d, J=6.6, 1H), 8.25-8.30 (m, 1H), 7.90-7.95 (m, 1H), 7.77 (d, J=7.8, 1H), 7.04-7.10 (m, 4H), 4.92 (t, 7.5, 2H), 2.84 (s, 3H), 2.66 (t, J=7.2, 2H), 2.56 (t, J=7.5, 2H), 1.89-1.98 (m, 2H), 1.78-1.86 (m, 2H), 1.51-1.59 (m, 2H), 1.27-1.37 (m, 2H), 0.91 (t, J=7.2, 3H).

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