2,4,6-三甲基苯甲醛的合成

摘要采用Gattermann-Koch反应合成了2,4,6-三甲基苯甲醛,并优化了合成的工艺条件。探讨了反应温度、CO压力、浓盐酸用量及助催化剂的影响。最佳工艺条件为:当均三甲苯用量为200.0 g时,均三甲苯与无水AlCl3摩尔比为3.08,反应温度26~28℃,CO压力1.06~1.48 MPa,AlCl3与浓盐酸质量比为550,AlCl3与TiCl4的质量比为45,反应20 h,收率86.86%。添加助催化剂TiCl4可以提高收率,溶剂乙醚的加入能大幅度地减少反应时间。

	Service

	把本文推荐给朋友
	加入我的书架
	加入引用管理器
	Email Alert
	RSS
	作者相关文章
	王飞
	张晓行
	冯荣秀
	宋健

关键词： Gattermann-Koch反应 2 4 6-三甲基苯甲醛 TiCl4 乙醚

Abstract： 2,4,6-trimethylbenzaldehyde was synthesized through Gattermann-Koch reaction,and the reaction condition was optimized.The effects of reaction temperature,pressure of carbon monoxide,the amount of hydrochloric acid,and the promoter were discussed.The reaction can be promoted by titanium(Ⅳ) chloride(TiCl_4) and ethyl ether.The optimized condition is:the molar ratio of 2,4,6-trimethylbenzaldehyde to anhydros aluminum chloride(AlCl_3) is 3.08,molar ratio of AlCl_3 to concentrated aqueous hydrochloride is 550,weight ratio of anhydros AlCl_3 to TiCl_4 is 45,pressure of carbon monoxide is 1.06—1.48 MPa,at 26—(28 ℃),for 20 h,yield of 86.86%.

Keywords：

Received 2007-09-15; published 2007-09-15

引用本文:

王飞;张晓行;冯荣秀;宋健;.2,4,6-三甲基苯甲醛的合成[J]. 化学工业与工程, 2007,24(5): 381-384

WANG Fei~1,ZHANG Xiao-xing~1,FENG Rong-xiu~2,SONG Jian~2.Synthesis of 2,4,6-Trimethylbenzaldehyde[J]. Chemcial Industry and Engineering, 2007,24(5): 381-384

[1]	王海燕,陈汝贤,许鸿章.当归化学成分研究[J].中国中药杂志,1998,23(3):167-168.
[2]	LI J Z,DIERS J R,SETH J,et al.Synthesis andproperties of star-shaped multiporphyrin-phthalo-cyaninelight-harvesting arrays[J].J Org Chem,1999,64:9 090-9 100.
[3]	NIEDZIELSKY E L,NORD F F.On the mechanism of theGattermann aldehyde synthesis.Ⅰ[J].J Am Chem Soc,1941,63:1 462-1 463.
[4]	RENNER C A.Methyl-substd.-benzaldehyde(s)prepn.-bycarbon monooxide-hydrogen chloride formylation of corresp.Benzene(s)in chlorobenzene solvent:US,4195040[P].1980-03-25.
[5]	RIECHE A,GROSS H,H FT E.Aromatic aldehydes.Mesitaldehyde[Benzaldehyde,2,4,6-trimethyl-][J].Organic Syntheses,1973,5:49.
[6]	DAS S,PANIGRAHI A K,MAIKAP G C.NaIO4-DMF:Anovel reagent for the oxidation of organic halides to carbonylcompounds[J].Tetrahedron Letters.2003,44:1-
[7]	SMITH L I,NICHOLS J.The synthesis of aldehydes fromGrignard reagentsⅡ.Polymethylbenzaldehydes[J].J OrgChem,1941,6:489-506.
[8]	FRANK W C,VEAZEY R L.Process for formylation ofaromatic compounds:US,5457239[P].1995-10-10.
[9]	FUSON R C,HORNING E C,ROWLAND S P.Mesitaldehyde[Benzaldehyde,2,4,6-trimethyl-][J].Organic Syntheses,1955,3:549.