1-n-butyl-3-methylimidazolium tetrafluoroborate in acetonitrile T=25°C; 15 h;

in various solvent(s) T=100°C; 48 h;

1: 88 percent / triethylamine / CH2Cl2 / 0 - 25 °C 2: 96 percent / KBr; 1-n-butyl-3-methylimidazolium tetrafluoroborate; water / acetonitrile / 0.5 h / 100 °C 3: 92 percent / 1-n-butyl-3-methylimidazolium tetrafluoroborate / acetonitrile / 15 h / 25 °C View Scheme

1.1: butyllithium; potassium tert-butoxide / hexane; tetrahydrofuran / 1.5 h / 0 °C 1.2: hexane; tetrahydrofuran / 0 - 25 °C 2.1: 5.9 g / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / 25 °C 3.1: 88 percent / triethylamine / CH2Cl2 / 0 - 25 °C 4.1: 96 percent / KBr; 1-n-butyl-3-methylimidazolium tetrafluoroborate; water / acetonitrile / 0.5 h / 100 °C 5.1: 92 percent / 1-n-butyl-3-methylimidazolium tetrafluoroborate / acetonitrile / 15 h / 25 °C View Scheme

1: 96 percent / KBr; 1-n-butyl-3-methylimidazolium tetrafluoroborate; water / acetonitrile / 0.5 h / 100 °C 2: 92 percent / 1-n-butyl-3-methylimidazolium tetrafluoroborate / acetonitrile / 15 h / 25 °C View Scheme

in methanol; benzene

[N-butylthiazolium][Br]; toluene-4-sulfonic acid; 1-n-butyl-3-methylimidazolium tetrafluoroborate T=115°C; 12 h;