微波辐射下以聚乙二醇相转移催化醛法制备腈
Synthesis of nitriles from aldehydes using PEG as phase transfer catalyst under microwave irradiation
作者：姜玉;祝辉;罗自力;杜建红;杨日芳;
Author：
收稿日期： 年卷（期）页码：2011,26(05):-479-480
期刊名称：华西药学杂志
Journal Name：WEST CHINA JOURNAL OF PHARMACEUTICAL SCIENCES
关键字：微波辐射;相转移催化;一步合成法;腈;聚乙二醇
Key words：
基金项目：
中文摘要
目的探索一条以醛类化合物为原料,快速、高效合成腈衍生物的方法。方法在脱水剂氢氧化钾和相转移催化剂聚乙二醇复合催化和微波促进作用下,将底物醛与盐酸羟胺采用"一步合成法"制备相应的腈。结果在微波功率250 W,反应温度250℃条件下,以聚乙二醇-400为相转移催化剂,分别考察了以脂肪醛、芳香醛、杂环醛为原料制备相应的腈,所有反应均在15 min内完成,且收率≥80%。结论所用方法高效、价廉、绿色环保。
参考文献
[1]Kunal RJ,Thomas L.QSAR modeling of HIV-1 reverse tran-scriptase inhibitor 2-amino-6-arylsulfonylbenzonitriles andcongeners using molecular connectivity and E-state parameters[J].Bioorg Med Chem,2004,12(4):745-754.
[2]Iraj MB,Majid M,Shahram T,et al.Environmental-friendly syn-thesis of oxazolines,imidazolines and thiazolines catalyzed bytungstophosphoric acid[J].Catal Comm,2008,9(6):1153-1161.
[3]Mowry DT.The preparation of nitriles[J].Chem Rev,1948,42(2):189-283.
[4]Zhang Y,Xu KL,Chen XR,et al.Highly selective aerobic oxida-tion of primary amines to nitriles by ruthenium hydroxide[J].Catal Comm,2010,11(11):951-954.
[5]Kuo CW,Zhu JL,Wu JD,et al.A convenient new procedure forconverting primary amides into nitriles[J].Chem Commun,2007,21(3):301-303.
[6]Barahman M,Azadeh F.Direct synthesis of aromatic nitriles fromaldehydes using hydroxylamine and oxalyl chloride[J].SynthCommun,2007,37(4):623-628.
[7]Sharwan KD,Ravinder S,Anil K.One-Pot synthesis of nitrilesfrom aldehydes and hydroxylamine hydrochloride over silica gel,montmorillonites K-10,and KSF catalysts in dry media undermicrowave irradiation[J].Synth Commun,2004,34(11):2025-2029.
[8]Zhu H,Yang RF,Yun LH,et al.Facile and efficient synthesis ofquinoline-4-carboxylic acids under microwave irradiation[J].Chinese Chem Lett,2010,21(1):35-38.
[9]Friedman L,Shechter H.Preparation of nitriles from halides andsodium cyanide.An advantageous nucleophilic displacement indimethyl sulfoxide[J].J Org Chem,1960,25(6):877-879.
【关闭】
