Variation in the regioselectivity of levulinic acid bromination in ionic liquids

被引:16
作者
Zavozin, Alexander G. [1 ]
Kravchenko, Natalya E. [1 ]
Ignat'ev, Nikolay V. [2 ]
Zlotin, Sergei G. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, ZIOC, Moscow 119991, Russia
[2] Merck KGaA, D-64293 Darmstadt, Germany
关键词
Levulinic acid; Bromination; Regioisomers; Ionic liquids; 5-AMINOLEVULINIC ACID; PHOTODYNAMIC THERAPY; METHYL AMINOLEVULINATE; KETONES; TRIBROMIDE; CANCER; SALTS;
D O I
10.1016/j.tetlet.2009.11.097
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of levulinic acid and its esters with bromine in ionic liquids results in the formation of 3-bromo derivatives as the major products and not the 5-bromo substituted isomers, which are typically formed in organic solvents. The bromination of levulinic acid in ionic liquids in the presence of urea leads to the formation of 5-broniolevulinic acid. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:545 / 547
页数:3
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