Microwave irradiation as a green alternative to phase transfer catalysis: Solid-liquid phase alkylation of active methylene containing substrates under solvent-free conditions

G. Keglevich, Katalin Majrik, László Vida, István Greiner

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

An ecofriendly, microwave (MW) promoted and solventless method is described for the alkylation of diethyl malonate, ethyl acetoacetate and ethyl cyanoacetate by a variety of alkyl halides in the presence of K2CO3. In the solid-liquid phase alkylation of active methylene containing substrates, it seems to be of general value that the phase-transfer catalyst, that is an onium salt in the present case, can be omitted and substituted by MW irradiation promoting the formation of the potassium salt of the substrate and its transfer to the organic phase. In certain cases, the use of triethylbenzyl-ammonium chloride led to the formation of by-products under the conditions (∼160 °C/∼12 bar) applied.

Original languageEnglish
Pages (from-to)224-228
Number of pages5
JournalLetters in Organic Chemistry
Volume5
Issue number3
DOIs
Publication statusPublished - 2008

Fingerprint

Microwave irradiation
Alkylation
Microwaves
Catalysis
Salts
Ammonium Chloride
Liquids
Substrates
Byproducts
Potassium
Catalysts
ethyl acetoacetate
potassium carbonate
diethyl malonate
ethyl cyanoacetate

Keywords

  • C-alkylation
  • Green-chemistry
  • Microwave synthesis
  • Phase-transfer catalysis
  • Solvent-free reaction

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

Microwave irradiation as a green alternative to phase transfer catalysis : Solid-liquid phase alkylation of active methylene containing substrates under solvent-free conditions. / Keglevich, G.; Majrik, Katalin; Vida, László; Greiner, István.

In: Letters in Organic Chemistry, Vol. 5, No. 3, 2008, p. 224-228.

Research output: Contribution to journalArticle

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