期刊文献+

(E)-3,4,5-三甲氧基肉桂酸乙酯一锅法合成 被引量:1

One-pot synthesis of ethyl( E)-3-(3,4,5-trimethoxyphenyl) acrylate
在线阅读 下载PDF
导出
摘要 以3,4,5-三甲氧基苯甲醛和丙二酸二乙酯为主要原料,甘氨酸为催化剂,经水解、酸化和Knoevenagel缩合反应一锅法合成了标题化合物。反应条件为:250 mmol 3,4,5-三甲氧基苯甲醛,n(3,4,5-三甲氧基苯甲醛)∶n(丙二酸二乙酯)∶n(甘氨酸)=1.0∶1.6∶0.25,无水乙醇100 mL,回流反应8 h,收率86.7%。 Ethyl (E) -3-( 3,4,5-trimethoxyphenyl ) acrylate in yield of 86. 7% was synthesized by Knoevenagel condensation from 3,4, 5-trimethoxybenzaldehyde and diethyl malomate using Glycine as a catalyst and ethanol as a solvent. The ap-propriate reaction conditiongs at reflux for 8 h were as fol-lows :3,4,5-trimethoxybenzaldehyde was 250mmol, n( 3,4,5- trimethoxybenzaldehyde) : n ( diethyl malomate) : n ( Glycine ) = 1.0: 1.6:0. 25,ethanol was 100 mL.
出处 《化学试剂》 CAS CSCD 北大核心 2013年第11期1037-1038,共2页 Chemical Reagents
关键词 3 4 5-三甲氧基苯甲醛 KNOEVENAGEL缩合 (E)-3 4 5-三甲氧基肉桂酸乙酯 3, 4, 5-trimethoxybenzaldehyde Knoevenagelcondensation Ethyl ( E ) -3 - ( 3,4,5 -trimethoxyphenyl ) acrylate
  • 相关文献

参考文献9

  • 1KUMAHS,ARYA P,MUKHERJEE C,et al. Novel aro-matic ester from piper longum and its analogues inhibitexpression of cell adhesion molecules on endothelial cells[J]. Biochemistry,2005 ,44(48) :15 944-15 952.
  • 2RAO V,MUTHENNA P, SHANKARAIAH G,et al. Syn-thesis and biological evaluation of new piplartine ana-logues as potent aldose reductase inhibitors ( ARIS) [J].Eur. J. Med. Chem.,2012,57:344-361.
  • 3MASATAKA W , GORETI M , SHUNTARO M , et al. Twovariations of solvent-reduced Wittig olefination reactions-comparison of solventless Wittig reactions to Wittig reac-tions under ultrasonication with minimal work-up [ J]. ZNaturforsch. ,2005 ,60(8) :909-915.
  • 4MARIKO T,KASHIMA T,SAIKA H,et al. Studies on theconstituents of the seeds of Hemandia ovigera L.structures of two new lignans [ J]. Chem. Pharm. Bull.,1989,37(1) :68-72.
  • 5VILLIEKAS J,RAMBAUD M,GRAFF M. La reaction dewittig-horner en milieu heterogene VI. selectivite de la re-action sur des composes bifonctionnels [ J]. TetrahedronLett. ,1985,26(1) :53-56.
  • 6陈战国,周利燕,李文丽,周继梅,王传宁.铝粉催化肉桂酸酯衍生物区域选择和立体选择性氨溴加成反应研究[J].化学学报,2011,69(9):1093-1100. 被引量:7
  • 7LIST B,DOEHHING A, FONSECA M,et al. A practical,efficient, and atom economic alternative to the wittig andhorner-wadsworth-emmons reactions for the synthesis of(.) -a, ^3-unsaturated esters from aldehydes [ J] - Tetra-hedron ,2006,62(23) :476-482.
  • 8曾庆友,曾明荣,许瑞安.对甲氧基肉桂酸甲酯的一锅式绿色合成[J].合成化学,2007,15(5):663-664. 被引量:7
  • 9曾庆友,曾明荣,许瑞安.对甲氧基肉桂酸乙酯的一锅式绿色合成[J].精细化工,2008,25(2):192-194. 被引量:7

二级参考文献44

共引文献18

同被引文献17

  • 1夏春年,胡惟孝.天然抗癌药——咖啡酸苯乙醇酯的合成进展[J].合成化学,2004,12(6):545-550. 被引量:4
  • 2曾庆友,曾明荣,许瑞安.对甲氧基肉桂酸甲酯的一锅式绿色合成[J].合成化学,2007,15(5):663-664. 被引量:7
  • 3BANKOVA V S,POPOV S S,MAREKOV N L A. Study on flavonoids of propolis [ J ]. J. Nat. Prod. , 1983,46 (4) :471-474.
  • 4BRUMFITT W, HAMIITON M J, FRANKLIN I. Antibiotic activity of natural products propelis [ J ]. Microbio, 1990, 62(250) : 19-22.
  • 5JAYAPRAKASAM B, VANISREE M, ZHANG Yan-jun, et al. Impact of alkyl esters of caffeic and ferulic acids on tumor cell proliferation, cyclooxygenase enzyme, and lipid peroxidation [ J ]. J. Agric. Food Chem. , 2006,54 ( 15 ) : 5 375-5 381.
  • 6UWAI K, OSANAI Y, IMAIZUMI T, et al. Inhibitory effect of the alkyl side chain of caffeic acid analogues on lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophages [ J ]. Bioorg. Med. Chem. ,2008, 16(16) :7 795-7 803.
  • 7WATABE M, HISHIKAWA K, TAKAYANAGI A, et al. Caffeic acid phenethyl ester induces apoptosis by inhibi- tion of NF-kB and activation of Fas in human breast canc- er MCF-7 cells[J]. J. Biol. Chem. ,2004,279(7) :6 017- 6 026.
  • 8NATARAJAN K,SINGH S, BURHE JR TR,et al. Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kB[ J]. Proc.Natl. Acad. Sci. , 1996,93(17) :9 090-9 095.
  • 9LEE Y A. One-pot esterification process for the prepara- tion of caffeic acid ester derivatives from caffeic acid and alcohols in the presence of a halogenating agent: EP, 2 000 310 718[ P]. 2002-06-05.
  • 10LI Yen-chan. One-pot preparation of caffeic acid esters: JP,2 001 199 933[ P]. 2001-07-24.

引证文献1

二级引证文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部