有机化学 ›› 2011, Vol. 31 ›› Issue (06): 832-835. 上一篇    下一篇

研究论文

L-氨基酸席夫碱的无溶剂法合成及其结构表征

由君,王鑫,刘波*,陈艳琼   

  1. (哈尔滨理工大学化学与环境工程学院 黑龙江省高校绿色化工技术重点实验室 哈尔滨 150040)
  • 收稿日期:2010-11-12 修回日期:2011-01-05 发布日期:2011-01-24
  • 通讯作者: 由君 E-mail:youjunjun@126.com

Solvent-Free Synthesis and Characterization of L-Amino Acids Schiff Bases

YOU Jun, WANG Xin, LIU Bo, CHEN Yan-Qiong   

  1. (Key Laboratory of Green Chemical Technology, College of Heilongjiang Province, School of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040)
  • Received:2010-11-12 Revised:2011-01-05 Published:2011-01-24
  • Contact: Jun YOU E-mail:youjunjun@126.com

报道了一种新颖的L-氨基酸席夫碱的制备方法. L-丙氨酸(L-ala), L-丝氨酸(L-ser), L-缬氨酸(L-val), L-亮氨酸(L-leu), L-异亮氨酸(L-Ile), L-苯甘氨酸(L-phg), L-苯丙氨酸(L-phe)七种氨基酸与水杨醛或2-羟基-1-萘醛在氢氧化钾存在下, 室温研磨得到相应的氨基酸席夫碱. 所得产品经核磁共振氢谱、碳谱、红外光谱、质谱、元素分析等检测手段进行结构表征. 实验结果表明, 该反应室温只需10 min即可进行完全, 产品纯度好, 收率大于90%.

关键词: 无溶剂合成, L-氨基酸, 水杨醛, 2-羟基-1-萘醛, 席夫碱

A new solvent-free method was described for the synthesis of L-amino acids Schiff bases by the reactions of L-alanine (L-ala), L-serine (L-ser), L-valine (L-val), L-leucine (L-leu), L-isoleucine (L-Ile), L-phenylglycine (L-phg), L-phenylalanine (L-phe) with salicylaldehyde or 2-hydroxy-1-naphthaldehyde, respectively, in the present of KOH at room temperature. The structures of these compounds were confirmed by 1H NMR, 13C NMR, IR, MS techniques and elemental analysis. The results showed that the reaction time is only 10 min and the purity of the amino ac-ids Schiff bases is pretty good and the yields are up to 90%.

Key words: solvent-free synthesis, L-amino acid, salicylaldehyde, 2-hydroxy-1-naphthaldehyde, Schiff base