摘要
乙酰基吡啶是一种重要的希夫碱前驱体。以白屈氨酸为原料,经酯化反应,合成了4-羟基-2,6-二乙酯基吡啶,再与3-溴丙烯反应,得到4-烯丙氧基-2,6-二乙酯基吡啶。此产物与乙酸乙酯在乙醇纳催化下C lais-en酯缩合反应,当控制乙醇钠与4-烯丙氧基-2,6-二乙酯基吡啶的摩尔比为0.9∶1时,得4-烯丙氧基-6-乙酰基-2-乙酯基吡啶,而摩尔比为5∶1时,得4-烯丙氧基-2,6-二乙酰基吡啶。其中4-烯丙氧基-6-乙酰基-2-乙酯基吡啶为首次报道合成。产物通过核磁共振和红外分析确认结构。
Acetyl-pyridine is an important precursor for the synthesis of Schiff-Base ligands. 4 - hydroxyl -2, 6 - dicarbethoxypyridine was synthesized from chelidamic acid through the esterification reaction. The compound reacted with allyl bromide to give 4 -allyloxy- 2,6 - dicarbethoxypyridine. Catalyzed by EtONa, The product reacted with ethyl acetate through the Claisen condensation. When the molar ratio of EtONa to 4 -allyloxy -2,6 -dicarbethoxypyridine was approximately 0.9： 1, only 4 -allyloxy- 6 -acety1-2 -carbethoxypyridine was obtained. When the molar ratio was 5： 1, the final obtained product was only 4 -allyloxy- 2,6 -diacetylpyridine. To the best of our knowledge, it is for the first time reported that the synthesis of 4 -allyloxy- 6 -acetyl- 2- carbethoxypyridine.
出处
《南京工业大学学报（自然科学版）》
CAS
2006年第5期21-25,共5页
Journal of Nanjing Tech University(Natural Science Edition)
基金
国家自然科学基金(No.20576052)
江苏省教育厅自然科学基金(No.03KJA530040)
关键词
白屈氨酸
控制合成
乙酰基吡啶
chelidamic acid
control synthesis
acetyl - pyridine
