Synthesis of 3-(4-tert-butylphenyl)-2-propen-1-one, a precursor to Lilial (R), via an aldol condensation in an ionic liquid

P.N. Davey, Stewart Forsyth, Nimal Gunaratne, Christopher Hardacre, A. McKeown, S.E.J. McMath, David Rooney, Kenneth Seddon

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

An efficient synthesis of a precursor to Lilial(R), based on an aldol condensation in an ionic liquid, is described, utilising piperidine as the base catalyst. The yields obtained with this methodology are significantly increased in comparison with those reported in organic solvents to date. In the ionic liquid, the self-aldol condensation of propanal is suppressed and leads to an increased selectivity with respect to the cross-aldol condensation product without the need to use an excess of 4-tert-butylbenzaldehyde to obtain high selectivities.
Original languageEnglish
Pages (from-to)224-229
Number of pages6
JournalGreen Chemistry
Volume7
Issue number4
DOIs
Publication statusPublished - Mar 2005

ASJC Scopus subject areas

  • Chemistry(all)

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