期刊文献+

合成1,2-环十二二酮的新方法 被引量:1

A Novel Synthetic Method of 1,2-Cyclododecandione
下载PDF
导出
摘要 以十二烷二酸(1)为原料,与甲醇酯化生成十二烷二酸二甲酯(2),收率为86.5%。化合物2经偶联缩合得1,2-二三甲基硅氧基环十二烯(3),收率为63.1%。利用溴氧化化合物3得到1,2-环十二二酮(4)淡黄色晶体,收率79%,全过程收率达43.1%,是合成1,2-二酮的新方法。目标化合物结构经红外光谱、核磁共振氢谱和碳谱表征确认。 1,2-Cyclododecandione(4) was synthesized from dodecanedioic acid via esterification,acyloin condensation,oxidation in an overall yield of 43.1%.Reaction of dodecanedioic acid with methanol gave dodecanedioic acid dimethyl ester(2) with a yield of 86.5%.Compound 3 was obtained from compound 2 through acyloin condensation and the yield reached up to 63.1%,which was oxidized to compound 4 by bromine water as the oxidation reagent with a yield of 79%.The target compound was a light yellow crystal and was characterized by means of IR,^1H NMR and 13C NMR.
出处 《应用化学》 CAS CSCD 北大核心 2009年第11期1374-1376,共3页 Chinese Journal of Applied Chemistry
基金 河北省自然科学基金(B200400278)资助项目
关键词 十二烷二酸 偶联缩合 环十二二酮 dodecanedioic acid, acyloin condensation, cyclododecandione
  • 相关文献

参考文献10

  • 1Selman S,,Easthan J F. JChem Soc . 1960 被引量:1
  • 2Ramirez F. Journal of the American Chemical Society . 1963 被引量:1
  • 3Adams R,Mujano S,Nair M D. Journal of the American Chemical Society . 1961 被引量:1
  • 4Southwick P L,Cremer S E. JOrg Chem . 1959 被引量:1
  • 5Bender D R,,Bjeldanes L F,Rapoport H. JOrg Chem . 1975 被引量:1
  • 6Sheehan J C,Lo Y S. JOrg Chem . 1975 被引量:1
  • 7Emily P Balskus,JosMndez-Andino,Ruslan M Arbit,Leo A Paquette. JOrg Chem . 2001 被引量:1
  • 8Takahiro Iwahama,Satoshi Sakaguchi,Yutaka Nishiyama,Yasutaka Ishii. Tetrahedron Letters . 1995 被引量:1
  • 9Harry HWasserman,Jeffrey L Ives. JOrg Chem . 1985 被引量:1
  • 10Prelog V,Frenkiel L,Kobelt M,et al.Carbon rings.XLIII.A preparation method for four-membered cyclanones[].He IvChimActa.1947 被引量:1

同被引文献12

  • 1谭翔晖,赵晖,侯永泉,刘磊,郭庆祥.各种金属参与的水相Barbier-Type反应[J].有机化学,2004,24(9):987-1003. 被引量:14
  • 2胡丽华,纪顺俊.水相中6-甲基-6-苯基-7-烯-1,5-辛二醇的合成[J].苏州大学学报(自然科学版),2004,20(3):61-64. 被引量:3
  • 3谢斌,冯建申,邹立科,张秀兰.金属参与的水相烯丙基化反应[J].化学进展,2007,19(6):920-931. 被引量:5
  • 4Li C J, Chan T H. Organometallic reactions in aque- ous media with indium [J]. Tetrahedron Lett, 1991, 32:7017 - 7019. 被引量:1
  • 5Li C J. Aqueous Barbier-Grignard type reaction:Scope mechanism and syntheticapplications [ J ]. Tetrahedron, 1996,52(16) :5643 - 5668. 被引量:1
  • 6Petrier C, Luche L J. Allylzinc regeant additions in a- que ous media [ J ]. J Org Chem, 1985,50 : 910 - 912. 被引量:1
  • 7Li C J, Chan T H. Organometallics reactions in aqueous media convenient synthesis of methylenetetrahyclrofurans [ J ]. Organometallics ,1991,10(8) :2548 - 2549. 被引量:1
  • 8Hachiya I, Kobayashi S. Aqueous reactions with a Lew- is acid and an organometallic reagent the scandium trif- yzed allyation reaction of caebonyl compounds with tetraallyltin[ J ]. J Org Chem, 1993,58(25) :6958 - 6960. 被引量:1
  • 9Chan T H, Lee M C. Indium-mediated coupling of a- (bromomethyl) acrylic acid with carbonyl compounds in a- queous media concise syntheses of ( + )-3-deoxy-D-glyc- ero-D-galacto-nonulosonic acid and N-acetylneuraminic acid[J]. J Org Chem,1995,60(13) .4228 -4232. 被引量:1
  • 10ChenS R, MaJ H, ZhouXQ, eta/. Arapid and convenient synthesis of diketones[ J]. Asian Journal- of Chemistry,2011,23( 1 ) :467 -468. 被引量:1

引证文献1

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