Synthesis of Tetrabutylammonium (Z)-12-Hydroxyoctadec-9-enoate (TBA-RA)
Quantities of substrates taken: Sodium ricinoelate (1g, 0.0031 mol), TBA-Br (1g, 0.0031 mol), yield obtained 90% (1.46 g).1H NMR (CDCl3, ppm): δ 5.55 (m, -CH=CH-), 5.38 (m, -CH=CH-), 3.61 (m, 1H, -CHOH), 3.31 (m, 8H,-CH2N), 2.26 (t, 2H, -H2CCOO), 2.18 (t, 2H, -CH2-C=C-), 2.04 (t, 2H, -CH2-C=C-), 1.65 (m, 8H, 4xCH2), 1.58 (m, 2H, -CH2), 1.43 (m, 2H, -CH2), 1.33 (m, 12H, 6xCH2), 1.28 (m, 12H, 6x-CH2), 1.01 (m, 12H, 4x-CH3), 0.88 (t, 3H, CH3). 13C NMR (CDCl3, ppm): δ 178.8, 133.2, 124.9, 71.3, 58.8, 36.6, 35.8, 31.7, 29.7, 25.5, 22.7, 19.6, 13.8. IR (CHCl3, cm-1): 3330, 3004, 2929, 2867, 1713, 1571, 1470, 1248, 749.