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General procedure: The used method was modified to increase the product yield: alkyl halide (0.2000 mol) was added into two-neck round-bottom flask with the solution of 3-substituted pyridine (0.1665 mol) in toluene (20 ml). The solution was then stirred using a magnetic stirrer under a nitrogen atmosphere for 1 h at room temperature. After that the reaction mixture has been stirred at 110-130 C for 24-48 h to reflux condenser plant without access to nitrogen. After the reaction completion the obtained product delaminated; the dense layer of ionic liquid was decanted from the toluene layer. The product was washed with toluene. Recrystallization was carried out by dissolution in acetonitrile followed by precipitation in excess of diethyl ether. Volatile organic compounds have been removed for 6-8 h using the rotary evaporator (Rotavapor R-215, Buechi), at pressure gradual decrease from atmospheric one to 20-120 mbar, and temperature rise from 60 C to 90-140 C.
, wherein said salt is selected from the group consisting of: ... 1-decyl-3-methylimidazolium bromide, 1-dodecyl-3-methylimidazolium chloride, 1-methyl-3-tetradecylimidazolium chloride, 4-methyl-N-butylpyridinium chloride, 3-methyl-N-butylpyridinium chloride, 4-methyl-N-hexylpyridinium chloride, 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium tetrafluoroborate, ...
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