Claisen condensation as a facile route to an α-alkoxy-cinnamate:: Synthesis of ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate

被引:17
作者
Linderberg, MT [1 ]
Moge, M [1 ]
Sivadasan, S [1 ]
机构
[1] Proc R&D AstraZeneca, S-15185 Sodertalje, Sweden
关键词
D O I
10.1021/op040006z
中图分类号
O69 [应用化学];
学科分类号
081704 [应用化学];
摘要
The title compound was prepared from p-anisaldehyde and ethyl ethoxyacetate via a racemic synthetic route: The synthesis involves a Claisen-type condensation in which the elimination was unexpectedly promoted by an excess of the ester. The process has been successfully performed on a 2000-L scale with a total yield over seven steps of 19%.
引用
收藏
页码:838 / 845
页数:8
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