基于Petasis反应合成2-吗啉-2-苯基乙酸衍生物  

Synthesis of 2-Morpholine-2-phenylacetic acid derivatives based on Petasis reaction

作　　者：尹马丽 陈博 杨海申 YIN Mali;Chen Bo;YANG Haishen(School of Environmental and Chemical Engineering,Shanghai Electric Power University,Shanghai 201306,China;Chongqing Boten Pharmaceutical Technology Co.,Ltd,Chongqing 400799,China)

机构地区：[1]上海电力大学环境与化学工程学院,上海201306 [2]重庆博腾制药科技股份有限公司,重庆400799

出　　处：《南昌大学学报(理科版)》2024年第6期545-550,558,共7页Journal of Nanchang University(Natural Science)

基　　金：上海市科学技术委员会(19DZ2271100)。

摘　　要：苯甘氨酸是一种天然存在的氨基酸,它是一种重要的化工原料,广泛应用于食品添加剂、医药中间体及其它精细化工产品。目前,苯甘氨酸主要通过Bucher-Bergs法、2-卤苯乙酸氨化法等传统方法制备。近年来,关于苯甘氨酸及其衍生物的绿色高效合成新方法的研究受到人们广泛关注。首次利用Petasis反应“一锅法”合成苯甘氨酸衍生物2-吗啉-2-苯基乙酸衍生物。研究发现,以二氯甲烷作为反应溶剂,反应在40℃下搅拌16 h,可高收率制得2-吗啉-2-苯基乙酸衍生物;利用该工艺条件,合成了一系列新型衍生物,并通过核磁共振波谱对化合物结构进行了表征。与传统方法相比,Petasis反应可以实现对目标氨基酸地高选择性、条件温和及绿色环保的制备,该法所用原料易得,操作简单方便。为2-吗啉-2-苯基乙酸衍生物的工业化的生产提供了一条新的道路,为开发2-吗啉-2-苯基乙酸衍生物及其新功能材料提供了新途径。Phenylglycine is a naturally occurring amino acid,which is an important chemical raw material and widely used in food additives,pharmaceutical intermediates and other fine chemicals.At present,phenylglycine is mainly prepared by traditional methods such as Bucher-Bergs method and 2-halophenylacetic acid amination method.In recent years,research on a new green and efficient synthesis method of phenylglycine and its derivatives has received much attention.This study presents the first onepot synthesis of 2-morpholine-2-phenylacetic acid derivatives of phenylglycine derivatives using the Petasis reaction.It was found that dichloromethane was used as the reaction solvent and the reaction was stirred at 40℃for 16 h to produce 2-morpholine-2-phenylacetic acid derivatives in high yield;using this process condition,a series of novel derivatives were synthesized and their structures were characterized by nuclear magnetic resonance spectroscopy in this study.Compared with the conventional method,the Petasis reaction can achieve high selectivity for the target amino acids under mild and green conditions.This study provides a new pathway for the industrial production of 2-morpholine-2-phenylacetic acid derivatives and a new way for the development of novel 2-morpholine-2-phenylacetic acid derivatives and their new functional materials.

关 键 词：合成 Petasis反应 2-吗啉-2-苯基乙酸 2-吗啉-2-苯基乙酸衍生物 苯甘氨酸 

分 类 号：O621[理学—有机化学]