期刊文献+

5,6-二甲氧基-1-茚酮与1-苄基-4-氯甲基哌啶的合成 被引量:1

Study on synthesis of 5,6-dimethoxy-1-indanone and 1-benzyl-4-formyl-piperidine
下载PDF
导出
摘要 以3,4-二甲氧基苯甲醛为原料,经过缩合、还原、环合得到5,6-二甲氧基-1-茚酮,总收率为74.7%。以4-哌啶甲酸乙酯为原料,经苄基化、还原、氯化,得到1-苄基-4-氯甲基哌啶,总收率52.5%。经1H NMR、FTIR、MS分析确认为目标产物。 5,6-Dimethoxy-1-indanone was synthesized by using 3,4-dimethoxy benzaldehyde as raw materials through condensation,reduction and cyclization.1-Benzyl-4-formyl-piperidine was synthesized by using 4-ethyl piperidine through benzylation,reduction and chlorination.The overall yield for two intermediates was 74.7% and 52.5%,respectively.The structure of goal product was confirmed by 1H NMR,FTIR and MS spectroscopy.
出处 《应用化工》 CAS CSCD 2011年第2期274-276,280,共4页 Applied Chemical Industry
关键词 5 6-二甲氧基-1-茚酮 1-苄基-4-氯甲基哌啶 多奈哌齐 合成 5 6-dimethoxy-1-indanone 1-benzyl-4-formyl-piperidine donepezil synthesis
  • 相关文献

参考文献8

  • 1徐学君,徐德琴,汪骏.多奈哌齐的药理作用及其临床应用研究进展[J].安徽医药,2009,13(4):352-354. 被引量:21
  • 2Sugimoto H,Tsuchiya Y,Higumshi K,et al.Cyclie amine compound,its use and pharmaceutical compositions,comprising it:US,4895841[P].1989-01-23. 被引量:1
  • 3Devries Keith M.Process and intermediates for preparing1-benzyl-4-((5,6-dimethoxyl-indanon)-2-yl)methylpiperidine:WO,22584[P].1997-06-26. 被引量:1
  • 4Silva S O,Ahmad I,Snieckus V.A convergent route to phthalideisoquinoline alkaloids via directed metalation of tertiary benzamides[J].Can J Chem,1979,57(8):1598. 被引量:1
  • 5Koo J.Studies in polyphesphoric acid cyclizations[J].J Am Chem Soc,1953,75(8):1891-1895. 被引量:1
  • 6William S Johnson,Howard J Glenn.Intramolecular acylation.Ⅱ.The inverse Friedel-grafts method[J].J Am Chem,1949,71(3):1092-1096. 被引量:1
  • 7Dutta A K,Xu C,Reith M E A.Structure-activity relationship studies of novel 4-2-[bis(4-fluorophenyl)methoxy]ethyl-1-93-phenylpropyl piperidine analogs:Synthesis and biological evaluation at the dopomine and serotonin transporter sites[J].J Med Chem,1996,39(3):749-756. 被引量:1
  • 8Koo J,Fisb Walker G N.2,3-Dimethoxylcinnamic acid,[J].org Synth Coll,1963,4:327-328. 被引量:1

二级参考文献30

共引文献20

同被引文献29

  • 1魏荣卿,汪海萍,沈斌,刘晓宁,欧阳平凯.硝基苯对傅克酰基化反应制备羧基化聚苯乙烯的影响[J].化工学报,2005,56(7):1230-1235. 被引量:8
  • 2Kundu K, McCullagh J V, Morehead A T. Hydroacylation of 2-vinyl benzaldehyde systems: An efficient method for the synthesis of chiral 3-substituted indanones[J]. J. Am. Chem. Soc., 2005, 127 (46): 16042-16043. 被引量:1
  • 3Cui D M, Zhang C, Kawamura M, et al. Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3 [J]. Tetrahedron Lett., 2004,45 (8): 1741 - 1745. 被引量:1
  • 4Sheng R, Xu Y, Hu C, et al. Design, synthesis and AChE inhibitory activity of indanone and aurone derivatives[J]. Eur. d. Med Chem., 2009, 44 (1): 7-17. 被引量:1
  • 5Leoni L M, Hamel E, Genini D, et al. Indanocine, a microtubule-binding indanone and a selective inducer of apoptosis in multidrug-resistant cancer cells[J], d. Natl. Cancer lnst., 2000, 92 (3): 217-224. 被引量:1
  • 6Saxena H O, Faridi U, Srivastava S, et al. Gallic acid-based indanone derivatives as anticancer agents[J]. Bioorg. Med. Chem. Lett., 2008 18 (14): 3914-3918. 被引量:1
  • 7Ernst-Russell M A, Chai C L L, Wardlaw J H, et al. Euplectin and coneuplectin, new naphthopyrones from the lichen flavoparmelia euplecta[J].J. Nat. Prod., 2000, 63 (1): 129- 131. S. 被引量:1
  • 8enaiar R S, Teske J A, Young D D, et al. Synthesis ofindanones via solid-supported[2+2+2] cyclotrimerization[J]. J. Org. Chem., 2007, 72 (20): 7801-7804. 被引量:1
  • 9Catozzi N, Wasnaire P, Taylor R J K. An efficient 1,2,4-triazine-based route to the louisianin alkaloids[J].Tetrahedron Lett., 2008, 49 ( 18 ): 2865-2868. 被引量:1
  • 10Beukes D R, Davies-Coleman M T, Kelly-Borges M. et al. Dilemmaones A-C, unusual indole alkaloids from a mixed collection of south african sponges[J]. J. Nat. Prod, 1998, 61 (5): 699-701. 被引量:1

引证文献1

二级引证文献6

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