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Chemistry LibreTexts

23.9 Acetoacetic Ester Synthesis

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  • The acetoacetic ester synthesis allows for the conversion of ethyl acetoacetate into a methyl ketone with one or two alkyl groups on the alpha carbon.


    1) Deprotonation with ethoxide

    2) Alkylation via and SN2 Reaction

    3) Hydrolysis and decarboxylation

    Addition of a second alky group

    After the first step and additional alkyl group can be added prior to the decarboxylation step. Overall this allows for the addition of two different alkyl groups.


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