Claisen Condensation as a Facile Route to an alpha-Alkoxy-cinnamate:Synthesis of Ethyl(2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate

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%.