三.结论

　　通过对3，4，5-三甲氧基苯酚的合成的研究，探讨了反应的影响因素，其中氧化剂种类，氧化剂用量，氧化剂的滴加时间，反应时间和反应温度是影响反应速率和收率的主要因素。最佳反应条件为氧化剂为过氧乙酸，氧化剂与反应底物物质的量之比为3.23：1，滴加时间为30min，反应温度为25℃，反应时间为24h，可以得到收率为41.5%的产物。

　　参考文献：

　　[1] Jun Ma, Moul Dey, Hui Yang,et.al. Anti-inflammatory and immunosuppressive compounds from Tripterygium wilfordii[J] . Phytochemistry, 2007 ,68:1172–1178.

　　[2] Howard I. Duynstee, Martijn C. de Koning, Gijs A. van der Marel. An Expeditious Route to the Synthesis of Kelampayosides A and B[J]. Tetrahedron.1999,55: 9881-9898.

　　[3] Howard I. Duynstee , Martijn C. de Koning, Gijs A. van der Marel. Synthesis of 3,4,5-Trimethoxyphenyl 5"-O-caffeoyl-β-D-erythro- apiofuranosyl-(1→6)-β-D-glucopyranoside: Kelampayoside B[J]. Tetrahedron Letters.1998,39:4129-4132.

　　[4] Akinori Mori, Tomoteru Mizusaki, Takashi Ikawa,et.al. Acid catalyzed stereoselective rearrangement and dimerization of flavenes: synthesis of dependensin[J] .Tetrahedron,2007,63:1270–1280.

　　[5] Mandar Deodhar, David StC Black and Naresh Kumar. Acid catalyzed stereoselective rearrangement and dimerization of flavenes: synthesis of dependensin[J]. Tetrahedron, 2007,63:5227–5235.

　　[6] Stephen L. Gwaltney, Hovis M. Imade, Kenneth J. Barr,et.al. Novel Sulfonate Analogues of Combretastatin A-4:Potent Antimitotic Agents[J]. Bioorganic & Medicinal Chemistry Letters.2001,11: 871–874.

　　[7] Nicholas J.Lawrence,David Rennison,Alan T. McGown.et,al. Bioorganic & Medicinal Chemistry Letters[J].2003,13:3759–3763.

　　[8] 段新方,张站斌,段新红.5，3、,4、-三羟基-6，7-二甲氧基黄酮的另法全合成 [J]. 有机化学,2003,23:353-355.

　　[9] YEN,Mao-Hsiung.Cheromones and chromone derivayives and uses thereof [P].PCT:US2003033578.

　　[10] Sanghee Kim, Dae Won Sohn , Youn Chul Kim,et.al. Fine Tuning of A Reported Synthetic Route for Biologically Active Flavonoid,Baicalein [J]. Arch Pharm Res. 2007,30,:18-21.

　　[11] Wen-Hsin HUANG, Pei-Yu CHIEN, Ching-Huey YANG,et.al. Novel Synthesis of Flavonoids of Scutellaria baicalensis GEORGI[J]. Chem. Pharm. Bull. 2003 51(3):339—340.

　　[12] Wen-Hsin Huang, Ching-Huey Yang, Pei-Yu Chienand An-Rong Lee,et.al [J]. Synthesis of 5,6,7-Trimethoxyflavone as a Key Intermediate for the Preparation of Baicalein[J]. The Chinese Pharma ceutical Journal. 2003, 55:101-107.

　　[13] Sanghee Kim, Dae Won Sohn , Youn Chul Kim,et.al. Fine Tuning of A Reported Synthetic Route for Biologically Active Flavonoid, Baicalein[J]. Arch Pharm Res. 2007,30(1):18-21.

　　[14] 陈新，梅以成。一种制备黄岑素的方法[P].CN1673222A.2005-9-28.

　　[15] M. Agostinha R. Matos, Margarida S. Miranda , Victor M.F. Morais. 3,4,5-Trimethoxyphenol: A combined experimental and theoretical thermochemical investigation of its antioxidant capacity. J. Chem. Thermodynamics[J]. 2008,40:625–631.

　　[16] 西岗弘美，藤野惠子，藤井雅子。二氧化硒/过氧化氢体系对苯甲醛类的拜耳-维利格氧化反应的研究[J]。日本药学杂志 119(7), 519-528; 1999

　　[17] Gerd-Janten Brink,Jan-Martijn Vis , Isabel W.C.E. Arends , and Roger A. Sheldon. Selenium-Catalyzed Oxidations with Aqueous Hydrogen Peroxide. 2.Baeyer-Villiger Reactions in Homogeneous Solution[J]. J.Org.Chem. 2001,66:2429-2433.

　　[18] Gerd-Janten Brink,Jan-Martijn Vis , Isabel W.C.E. Arends , and Roger A. Sheldon. Selenium-Catalyzed Oxidations with Aqueous Hydrogen Peroxide.3.Oxidation of carbonyl compounds under mono/bi/triphasic conditions[J].Tetrahedron.2002,58:3977-3983.

　　[19] Amrita Roy, K. R. Reddy, Pramod K.Mohanta,et.al. Hydrogen Peroxide /Boric Acid: An Efficient System for Oxidation of Aromatic Aldehydes and Ketones to Phenols[J].Synthetic Communications.1999, 29 (21) :3781- 3791.

　　[20] Paul D.Pansegrau;Brant P.munson,Method for the production of alkoxy-and aryloxy-phenols [P].US005840997A,1998-11-24.

　　[21] Emmanuel Terazzi,Laure Gu0n0e,Pierre-Yves Morgantini,et.al. Tuning the Polarization Along Linear Polyaromatic Strands for RationallyInducing Mesomorphism in Lanthanide Nitrate Complexes[J]. Chem.Eur.J.2007,13:1674–1691

 2/2   首页 上一页 1 2