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

被引:21
作者
Davey, PN
Forsyth, SA
Gunaratne, HQN
Hardacre, C [1 ]
McKeown, A
McMath, SEJ
Rooney, DW
Seddon, KR
机构
[1] Quest Int, Ashford TN24 0LT, Kent, England
[2] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland
[3] Queens Univ Belfast, QUILL Res Ctr, Belfast BT9 5AG, Antrim, North Ireland
[4] Queens Univ Belfast, Sch Chem Engn, Belfast BT9 5AG, Antrim, North Ireland
关键词
D O I
10.1039/b416021e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:224 / 229
页数:6
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