| 四-(p-羟基苯基)杯[4]间苯二酚芳烃的烃基化和酰胺化反应 |
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| 引用本文： | 戈云,吴萍,韩军,颜朝国.四-(p-羟基苯基)杯[4]间苯二酚芳烃的烃基化和酰胺化反应[J].有机化学,2006,26(5):681-684. |
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| 作者姓名： | 戈云 吴萍 韩军 颜朝国 |
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| 作者单位： | 1. 扬州大学化学化工学院,扬州,225002
2. 扬州职业大学,扬州,225009 |
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| 基金项目： | 江苏省教育厅基金(No.04KJB150156)资助项目. |
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| 摘 要： | 间苯二酚和对羟基苯甲醛在盐酸/乙醇中缩合生成四-(p-羟基苯基)杯4]间苯二酚芳烃(1), 在K2CO3/丙酮体系中将1分别与溴乙酸乙酯、溴丙烯、N,N-二丙基氯乙酰胺反应可得到全氧烃基化产物2a～2c. 含有12个乙氧基羰基甲氧基支链的2a被苯乙胺、N,N-二甲基二丙胺或三乙烯四胺直接胺解生成杯4]间苯二酚芳烃酰胺衍生物3a～3c. 2a经过碱性水解、酰氯化、胺化反应转化为含吡啶基的酰胺衍生物3d. 化合物结构都用1H NMR, IR和元素分析等方法进行了表征.
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| 关 键 词： | 杯芳烃 间苯二酚杯芳烃 烃基化反应 酰胺 酯 |
| 收稿时间： | 08 4 2005 12:00AM |
| 修稿时间： | 11 28 2005 12:00AM |
Alkylation and Amidation of Tetra(hydroxyphenyl)calix[4]resorcine |
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| GE Yun,WU Ping,HAN Jun,YAN Chao-Guo.Alkylation and Amidation of Tetra(hydroxyphenyl)calix[4]resorcine[J].Chinese Journal of Organic Chemistry,2006,26(5):681-684. |
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| Authors: | GE Yun WU Ping HAN Jun YAN Chao-Guo |
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| Institution: | a College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002;b Yangzhou Polytechnic College, Yangzhou 225009 |
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| Abstract: | Tetra(p-hydroxyphenyl)calix4]resorcine (1), prepared from the acidic condensation of resorcinol with p-hydroxybenzaldehyde in ethanol, was reacted with allyl bromide, ethyl α-chloroacetate or N,N-dipropylchloroacetamide in the system of K2CO3/KI/acetone to yield O-alkylation products 2a～2c. Aminolysis of 12 ethoxycarbonylmethoxy groups in 2a with excess 3-(dimethylamino)propylamine, N-benzyl-N-methylamine or triethylenetetramine to yield amide derivatives 3a～3c in high yields. The pyridine-linked amide derivative 3d was prepared successfully by indirect method from 2a in three steps. The structures of all compounds were characterized with elemental analysis, 1H NMR and IR spectra. |
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| Keywords: | calixarene calix[4]resorcine alkylation amide ester |
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