以草酸二甲酯为原料高效合成2,2’-双(2-噁唑啉)

摘要针对2,2’-双(2-噁唑啉)(BOZ)合成存在原料成本高、反应时间长、产率低和提纯复杂等问题,以草酸二甲酯(DMO)和乙醇胺(MEA)为原料,采用三步法合成BOZ,最适宜条件为:在乙醇中,n(MEA)∶n(DMO)按2.6∶1.0在40℃反应20 min得到N,N-双(2-羟乙基)乙二酰胺(BHEOA);在甲苯中,n(BHEOA)∶n(SOCl₂)按1∶3在50~90℃逐步升温反应得到N,N-双(氯乙基)乙二酰胺(BCEOA);最后在含吸水剂的乙醇中,n(BCEOA)∶n(NaOH)按1∶2回流反应1 h得到BOZ。3步产率分别为98.1%、96.3%和73.6%。第3步所得滤液经二次结晶,产率进一步提高到85.8%。

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	葛浩栋
	吴林波

关键词：扩链剂 2,2’-双(2-噁唑啉) 草酸二甲酯

Abstract： In view of the problems in the synthesis of 2,2’-bis(2-oxazoline) (BOZ), such as high cost of raw materials, long reaction time, low yield and complex purification, BOZ was synthesized from dimethyl oxalate (DMO) and ethanolamine (MEA) via a three-step method. The optimum conditions were as follows: First, in ethanol, DMO and MEA reacted at molar ratio of 1∶2.6 at 40 ℃ for 20 min to obtain N,N-bis(2-hydroxyethyl) acetamide (BHEOA). Then in toluene, BHEOA and SOCl₂ reacted at molar ratio of 1∶3 at 50 to 90 ℃ to obtain N,N-bis(chloroethyl) acetamide (BCEOA). Finally, in ethanol containing water absorbent, BCEOA and NaOH reacted at molar ratio of 1∶2 at reflux temperature for 1 h to obtain BOZ. The yields of the three steps were 98.1%, 96.3% and 73.6% respectively. After secondary crystallization of the filtrate in the third step, the yield increased to 85.8%.

Keywords： chain extender 2,2’-bis(2-oxazoline) dimethyl oxalate

Received 2023-03-13;

Corresponding Authors: 吴林波,教授,wulinbo@zju.edu.cn Email: wulinbo@zju.edu.cn

About author: 葛浩栋(1998—),男,硕士研究生,现从事二噁唑啉合成方面的研究。

引用本文:

葛浩栋, 吴林波.以草酸二甲酯为原料高效合成2,2’-双(2-噁唑啉)[J]. 化学工业与工程, 2025,42(1): 9-18

GE Haodong, WU Linbo.Efficient synthesis of 2,2’-bis(2-oxazoline) from dimethyl oxalate[J]. Chemcial Industry and Engineering, 2025,42(1): 9-18

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