| 一种反式-4-羟基-2-壬烯醛的低成本合成方法 |
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| 引用本文： | 文珂,徐宝财,王洪钟. 一种反式-4-羟基-2-壬烯醛的低成本合成方法[J]. 精细化工, 2005, 22(12): 955-957 |
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| 作者姓名： | 文珂 徐宝财 王洪钟 |
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| 作者单位： | 上海应用技术学院,材料工程系,上海,200235;海南师范大学,化学系,海南,海口,571158;北京工商大学,化学与环境工程学院,北京,100037;清华大学,生物科学和技术系,北京,100087 |
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| 摘 要： | 介绍了一种反式-4-羟基-2-壬烯醛的低成本合成方法。由呋喃与甲醇反应,制得的1,1,4,4-四甲氧基-2-丁烯进行选择性水解反应,仅得到单水解产物4,4-二甲氧基-2-丁烯醛,而不产生双水解产物1,4-丁烯二醛,这是此方法可降低成本的关键。4,4-二甲氧基-2-丁烯醛再与戊基溴化镁进行格氏反应得1,1-二甲氧基-4-羟基-2-壬烯,然后在树脂催化下,进行缩醛的酸性水解而得到最终产品反式-4-羟基-2-壬烯醛。总收率为8.7%(从呋喃算起)。产物及中间体结构经1HNMR和13CNMR进行了表征。
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| 关 键 词： | 反式-4-羟基-2-壬烯醛 选择性水解反应 4 4-二甲氧基-2-丁烯醛 |
| 文章编号： | 1003-5214（2005）12-0955-03 |
| 收稿时间： | 2005-05-31 |
| 修稿时间： | 2005-05-312005-07-12 |
A Low Cost Synthesis of (E)-4-Hydroxynon-2-enal |
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| WEN Ke,XU Bao-cai,WANG Hong-zhong. A Low Cost Synthesis of (E)-4-Hydroxynon-2-enal[J]. Fine Chemicals, 2005, 22(12): 955-957 |
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| Authors: | WEN Ke XU Bao-cai WANG Hong-zhong |
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| Affiliation: | 1. Department of Material Engineering, Shanghai Institute of Technology, Shanghai 200235, China ; 2. Department of Chemistry, Hainan Normal University, Haikou 571158, Hainan, China; 3. School of Chemical and Environmental Engineering,Beijing Technology and Business University,Beijing 100037, China;4. Department of Biological Science and Technology, Tsinghua University, Beijing 100087, China |
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| Abstract: | The resin-catalyzed selective hydrolysis of 1,1,4,4-tetramethoxybut-2-ene,which was formed from the reaction of methanol and furan,resulted in the formation of 4,4-dimethoxybut-2-enal only.Key of this low cost technic is that no butendial was found in the hydrolysis product.Addition of pentylmagnesium bromide to 4,4-dimethoxybut-2-enal gave 1,1-dimethoxy-4-hydroxynon-2-ene,resin-catalyzed hydrolysis of which afforded the final product(E)-4-hydroxynon-2-enal in overall yield of 8.7% from furan.Structures of the final product and intermediates were characterized by ~1HNMR and ~(13)CNMR. |
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| Keywords: | (E)-4-hydroxynon-2-enal selective hydrolysis 4 4dimethoxybut-2-enal |
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