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现代化工  2021, Vol. 41 Issue (6): 205-208    DOI: 10.16606/j.cnki.issn0253-4320.2021.06.042
  工业技术 本期目录 | 过刊浏览 | 高级检索 |
重氮乙酸乙酯的连续合成工艺研究
岳家委1,2, 辜顺林1,2, 刘建武1,2, 朱佳慧1,2, 李孟金1,2, 张跃2, 严生虎1,2
1. 常州大学药学院医学院(筹), 江苏 常州 213164;
2. 石油和化工行业连续流技术工程实验室, 江苏 常州 213164
Continuous synthetic process for ethyl diazoacetate
YUE Jia-wei1,2, GU Shun-lin1,2, LIU Jian-wu1,2, ZHU Jia-hui1,2, LI Meng-jin1,2, ZHANG Yue2, YAN Sheng-hu1,2
1. School of Pharmacy & School of Medicine, Changzhou University, Changzhou 213164, China;
2. Continuous Flow Engineering Laboratory of National Petroleum and Chemical Industry, Changzhou 213164, China
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摘要 以甘氨酸乙酯盐酸盐和亚硝酸钠为原料,研究了在微通道反应器中重氮乙酸乙酯的连续流合成工艺。考察了亚硝酸钠用量、反应温度、酸用量、停留时间等工艺条件对反应结果的影响。由于该反应为强放热反应,且产物在高温下稳定性差,因此,若采用传统釜式间歇操作容易造成局部过热,存在较大的安全隐患和产物分解的缺陷;普通的管道反应器又难以克服非均相的传质障碍导致收率偏低。微通道反应器在保持良好的传热效率同时,能打破相界面障碍,保证反应液充分混合,非常适合该工艺的开发。利用微通道反应器的上述优点,进行工艺条件的筛选,提高了反应效率并得到较高的收率。
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岳家委
辜顺林
刘建武
朱佳慧
李孟金
张跃
严生虎
关键词:  重氮乙酸乙酯  微通道反应器  连续流    
Abstract: A continuous flow synthetic process for ethyl diazoacetate is studied in a microchannel reactor by using glycine ethyl ester hydrochloride and sodium nitrite as raw materials.The effects of the dosage of sodium nitrite,reaction temperature,acid dosage and residence time on the reaction yield are investigated.Since this reaction is highly exothermic and the product is unstable under higher temperature,traditional kettle batch operation is very easy to cause locally overheated,leaving major hidden danger and leading to product decomposition.Ordinary pipeline reactors are hard to overcome mass transfer obstacle due to heterogeneity,resulting in lower yield.Microchannel reactors maintain good heat transfer efficiency while fully break through the phase interface obstacle to ensure the sufficient mixing of heterogeneous reaction liquids.So microchannel reactors are very suitable for the development of this synthetic process.By means of the advantages of the microchannel reactor,novel process for ethyl diazoacetate is developed and the process conditions are optimized in order to improve the reaction efficiency and yields.
Key words:  ethyl diazoacetate    microchannel reactor    continuous flow process
收稿日期:  2020-06-12      修回日期:  2021-04-06          
ZTFLH:  TQ227.4  
通讯作者:  严生虎(1972-),男,硕士,研究级高工,研究方向为连续流化工过程技术开发,通讯联系人,ysh@cczu.edu.cn。    E-mail:  ysh@cczu.edu.cn
作者简介:  岳家委(1995-),男,硕士生
引用本文:    
岳家委, 辜顺林, 刘建武, 朱佳慧, 李孟金, 张跃, 严生虎. 重氮乙酸乙酯的连续合成工艺研究[J]. 现代化工, 2021, 41(6): 205-208.
YUE Jia-wei, GU Shun-lin, LIU Jian-wu, ZHU Jia-hui, LI Meng-jin, ZHANG Yue, YAN Sheng-hu. Continuous synthetic process for ethyl diazoacetate. Modern Chemical Industry, 2021, 41(6): 205-208.
链接本文:  
https://www.xdhg.com.cn/CN/10.16606/j.cnki.issn0253-4320.2021.06.042  或          https://www.xdhg.com.cn/CN/Y2021/V41/I6/205
[1] Liu Z,Tan H,Wang L.Transition-metal-free intramolecular carbene aromaticsubstitution/buchner reaction:Synthesis of fluorenes and[6,5,7] benzo-fused rings[J].Angew Chem Int Ed,2015,54:3056-3060.
[2] Zhang Z,Yu W,Wu C.Reaction of diazo compounds with difluorocarbene:Anefficient approach towards 1,1-difluoroolefins[J].Angew Chem,2016,128:281-285.
[3] Xiao Q,Zhang Y,Wang J.Diazo compounds and N-tosylhydrazones:Novelcross-coupling partners in transition-metal-catalyzed reactions[J].Acc Chem Res,2012,46:236-247.
[4] Zhang D,Zhou J,Xia F.Bond cleavage,fragment modification and reassembly inenantioselective three-component reactions[J].Nat Commun,2015,6:5801-5809.
[5] Rodriguez J.Tetraethyl vinylidenebisphosphonate:A versatile synthon for thepreparation of bisphosphonates[J].Synthesis,2014,46:1129-1142.
[6] Hashimoto T,Maruoka K.Development of synthetic transformations by control ofacid-catalyzed reactions of diazocarbonyl compounds[J].Bull Chem Soc Jpn,2013,86:1217-1230.
[7] Hu W,Xu X,Zhou J.Cooperative catalysis with chiral brønsted acid-Rh2(OAc)4:Highly enantioselective three-component reactions of diazo compounds with alcoholsand imines[J].J Am Chem Soc,2008,130:7782-7783.
[8] 陈荣圻.微通道反应及工艺与偶氮型染料合成智能化[J].上海染料,2017,12(9):205-207.
[9] 李斌.连续化微通道反应器在染料颜料合成中的应用[J].染料与染色,2006,3(8):36-39.
[10] Someswarao B,Rasvan K P,Reddy B J M,et al.Tandem prins-type cyclization for the stereoselective construction of fused polycyclic ring systems[J].Organic Chemistry Frontiers,2018,5:110-116.
[11] Hoashi Y,Yabuta T.Bifunctional thiourea-catalyzed enantioselective double michael reaction of γ,δ-unsaturated β-ketoester to nitroalkene:Asymmetric synthesis of (-)-epibatidine[J].Tetrahedron Letters,2004,45(50):9185-9188.
[12] Bretsclmeider T,Zocher G,Unger M,et al.A ketosynthase homolog uses malonyl units to form esters in cervimycin biosynthesis[J].Nature Chemical Biology,2011,8:154-157.
[13] Risso M,Mazzini M,Seoane G,et al.Microwave-assisted solvent-free lipase catalyzed transesterification of β-ketoester[J].Green Chemistry Letters and Reviews,2012,5(4):539-543.
[14] 贾宏葛,徐晨曦,徐双平,等.一种重氮乙酸乙酯聚合物的制备方法:CN,107556460A[P].2018-01-09.
[15] Simpson J H,Kotnis A S,Deshpande R P,et al.Development of a multi-kilogram procedure to prepare,use,and quench ethyl diazoacetate[J].ACS Symposium Series,2014,1181:235-244.
[16] 严生虎,沈卫,张跃,等.微通道反应器内乙苯连续氧化反应工艺研究[J].现代化工,2012,32(4):94-97.
[17] 薛鹏博,严生虎,刘建武.过氧化氢氧化二甲基亚砜合成二甲基砜的连续流工艺[J].现代化工,2019,39(3):208-211.
[18] 张跃,张菁,辜顺林,等.微通道中硝基胍的连续流合成[J].精细化工,2016,(8):946-950.
[19] 王红利,刘改玲,李争宁,等.重氮乙酸乙酯的合成与含量分析[J].精细化工中间体,2008,38(1):40-46.
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