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Ionic liquid as catalyst and reaction medium – a simple, efficient and green procedure for Knoevenagel condensation of aliphatic and aromatic carbonyl compounds using a task-specific basic ionic liquid

Brindaban C. Ranu, +1 more
- 01 Nov 2006 - 
- Vol. 2006, Iss: 16, pp 3767-3770
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TLDR
In this article, the authors proposed a methodology for condensation of aliphatic aldehyde with diethyl malonate, which is not very easy to achieve by conventional reagents, and was not addressed adequately in literature.
Abstract
The basic ionic liquid 1-butyl-3-methylimidazolium hydroxide, [bmIm]OH, efficiently catalyzes Knoevenagel condensation without requirement of any organic solvent. A wide range of aliphatic and aromatic aldehydes and ketones easily undergo condensations with diethyl malonate, malononitrile, ethyl cyanoacetate, malonic acid and ethyl acetoacetate. The reactions proceed at room temperature and are very fast (10-30 min). However, the most significant feature of this methodology is the condensation of aliphatic aldehyde with diethyl malonate, which is not very easy to achieve by conventional reagents, and was not addressed adequately in literature providing a general and convenient procedure.

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References
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Ionic Liquids-New "Solutions" for Transition Metal Catalysis.

TL;DR: There are indications that switching from a normal organic solvent to an ionic liquid can lead to novel and unusual chemical reactivity, which opens up a wide field for future investigations into this new class of solvents in catalytic applications.
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Catalytic reactions in ionic liquids

TL;DR: The use of ionic liquids as novel reaction media may offer a convenient solution to both the solvent emission and the catalyst recycling problem, as well as in supercritical carbon dioxide.
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Room temperature ionic liquids as novel media for ‘clean’ liquid–liquid extraction

TL;DR: The partitioning of simple substituted-benzene derivatives between water and the room temperature ionic liquid, butylmethylimidazolium hexafluorophosphate, is based on the solutes' charged state or relative hydrophobicity as discussed by the authors.
Journal ArticleDOI

A short history of ionic liquids—from molten salts to neoteric solvents

TL;DR: Ionic liquids, defined here as salts with melting temperatures below 100 °C, evolved from traditional high temperature molten salts and were observed as far back as the mid 19th century.
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Domino Reactions in Organic Synthesis

TL;DR: It is shown that domino reactions initiated by oxidation or reduction or reduction, as well as other mechanisms, can be inhibited by various materials, such as Na6(CO3)(SO4), Na2SO4, Na2CO3, and so on.
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