第 43 卷第 5 期 | ![](image2/wentou.gif) | Vol. 43 No. 5 | 2013 年 10 月 | Oct 2013 |
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所属栏目:有机合成原料
三光气“一锅法”合成异氰酸酯丙烯酸乙酯 |
易 纯,叶龙飞,朱灵龙,钟为慧*
(浙江工业大学 药学院, 浙江 杭州 310014) |
摘 要:以乙醇胺盐酸盐(2)为原料,与丙烯酰氯进行酯化反应制得丙烯酸氨基乙酯盐酸盐(3),中间体无需分离,在三乙胺作用下,经三光气羰基化反应得到目标产物异氰酸酯丙烯酸乙酯(1,AOI)。考察了反应温度、反应时间、反应物配比对反应的影响,得出的优化反应条件为:n (乙醇胺盐酸盐)∶n(丙烯酰氯)∶n(三乙胺)∶n(三光气)=1∶1.2∶3.0∶0.45,第一步反应温度为50℃,反应时间为5 h;第二步反应温度为80℃,反应时间为3 h,在该条件下反应总收率为72.5%,GC纯度 99.5%。 |
关键词:异氰酸酯丙烯酸乙酯;三光气;一锅法 |
中图分类号:TQ314.2 文献标识码:A 文章编号:1009-9212(2013)05-0042-04 |
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One-pot Synthesis of 2-Isocyanatoethyl Acrylate from Triphosgene |
YI Chun,YE Long-fei,ZHU Ling-long,ZHONG Wei-hui*
(College of Pharmaceutical Sciences,Zhejiang University of Technology,Hangzhou 310014,China) |
Abstract:An efficient synthesis of 2-isocyanatoethyl acrylate (1,AOI)from 2-aminoethanol hydrochloride (2)was developed. Reaction of 2-aminoethanol hydrochloride with acryloyl chloride afforded 2-aminoethyl acrylate hydrochloride(3),which was further reacted with triphosgene without separation to produce the target product 2-isocyanatoethyl acrylate(1). Various factors including reaction temperature,reaction time and molar ratio of raw materials were studied. The optimized reaction conditions were as follows:n(2-aminoethanol hydrochloride)∶n(acryloyl chloride)∶n(triethylamine)∶n(triphosgene)=1∶1.2∶3.0∶0.45,the first step reaction temperature was 50℃ and reaction time was 5 h,the second step reaction temperature was 80℃ and reaction time was 3 h. Under the optimal conditions,the toverall yield of 1 was 72.5% with 99.5% purity. |
Key words:2-isocyanatoethyl acrylate;triphosgene;one-pot |
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基金项目:国家自然科学基金资助项目(21076194 & 21276238)。
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作者简介:易 纯(1989-),男,江西宜春人,硕士研究生,研究方向:药物合成。
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联 系 人:钟为慧,教授,研究方向:主要从事药物及中间体的绿色合成方法及工艺研究。(E-mail:weihuizhong@zjut.edu.cn)
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收稿日期: 2013-10-2
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