Lipase-Catalyzed Solvent-Free Amidation of Phenolic Acids

Abstract

Full experimental detail and 1H & 13C NMR, IR and Elemental analysis characterization of all the forty-two compounds (9a-9f, 10a-10f, 11a-11f, 12a-12f, 13a-13f, 14a-14f and 15a-15f) and copies of 1H and 13C NMR spectra of compounds (

Enzyme‐Catalysed Synthesis of Secondary and Tertiary Amides

“…Rahman and co‐workers employed Lipozyme TL IM for the synthesis of the COX enzyme inhibitor N ‐ trans ‐feruloyltyramine, from ferulic acid and tyramine, added in a 6:1 ratio, to give a 93.5% yield of the product when acetonitrile was used as the solvent . Similarly, Singh and co‐workers showed that CAL‐B catalysed the amidation of a range of phenolic acids, such as cinnamic acid, 4‐hydroxycinnamic acid and ferulic acid, with alkylamines ranging from N‐ propylamine to N‐ hexadecylamine . These reactions were operated in a solvent‐free system at between 60 and 90 °C under reduced pressure to give amide products in between 76% and 84% yield.…”

Síntese de amidas e amidas-graxas utilizando metodologias aplicadas ao princípios da química verde

“…5,61,5,75,5,128,0,129,1,129,3,141,7,175,7; EM (70 eV), m/z (%): M +. 195 (2), 136 (17), 108 (69), 107 (87), 105 (12), 88 (35), 79 (100), 77 (51), 70 (19). 1,37,2,60,5,75,5,127,9,129,1,129,4,141,8,175,7 1,30,3,33,2,40,0,62,8,75,5,127,9,129,0,129,3,141,9,175,…”

“…41 7.39 7.37 7.35 7.33 7.32 7.31 5.52 3.71 3.70 3.67 3.51 3.49 3.48 3.45 3.43 3.30 4.94 7.41 7.41 7.39 7.39 7.38 7.38 7.37 7.36 7.35 7.34 7.33 Figura 37. Espectro de infravermelho (placas de silício) da (S)-N-butil- : 14,1, 22,7, 24,7, 24,8, 29,1, 29,1, 29,2, 29,3, 29,4, 29,5, 29,6, 29,6, 29,6, 29,7, 31,9, 34,1, 38,8, 62,6, 74,2, 126,8, 128,7, 128,8, 139,3, 172,4, 173,9; 3574, 444,3451, 416,3489, 196,0968, 178, 3,51 (m,2H),4,14 (m,2H),5,04 (s,1H),5,35 (dddddd,2H,J= 14,92,14,92,12,96,10,76,10,76 e 5,63 Hz),7,37 (m,5H); RMN de 13 C (126 MHz, CDCl3) δ (ppm) : 14,1, 21,0, 22,7, 24,8, 25,6, 27,2, 27,2, 29,1, 29,1, 29,3, 29,5, 29,7, 29,7, 31,9, 34,0, 38,9, 62,6, 74,2, 126,8, 128,7, 128,9, 129,7, 130,0, 139,3, 172,2, 173,8; EMAR (13 eV), m/z: 3419, 442,3292, 196,0970, 178,0874, 162,0934, 150, 3584, 456,3497, 210,1120, 192,1029, 164, 22,5,24,9,25,6,27,2,28,6,29,1,29,1...…”