Synthesis of 1-Butyl-3-hexyl-1H-Imidazol-3-ium
(Z)-12-Hydroxyoctadec-9-enoate (BHI-RA)
Quantities of substrates taken: Sodium ricinoelate (1g, 0.0031 mol),
BHI-Br (1g, 0.0034 mol), yield obtained 84% (1.28 g).1H NMR (CDCl3, ppm): δ 7.28 (s, 1H),
7.18 (d, 2H), 5.52 (m, -CH=CH-), 5.40 (m, -CH=CH-), 5.31 (t, 2H,
-CH2N+), 4.34 (t, 2H,
-CH2N), 3.59 (m, 1H, -CHOH), 2.38 (t, 2H,
-H2CCOO), 2.21 (m, 4H, -CH2-C=C-), 2.01
(m, 4H, 4x-CH2), 1.57 (m, 2H, -CH2),
1.40 (m, 2H, -CH2), 1.30 (m, 4H, 2xCH2),
1.26 (m, 18H, 9xCH2), 1.0 (m, 8H,
4x-CH2), 0.88 (t, 3H, CH3).13C NMR (CDCl3, ppm): δ 180.1, 138.2,
133.1, 125.9, 121.4, 71.5, 53.4, 49.3, 37.8, 31.8, 29.9, 25.5, 22.7,
13.8, 13.4. IR (CHCl3, cm-1): 3355,
3136, 3003, 2957, 2856, 1760, 1698, 1557, 1463, 1215, 755.