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Acetoacetic Ester Synthesis

  • Page ID
    30597
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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.

    Figure 1.png

    Steps

    Step 1: Deprotonation with ethoxide

    Figure 2.png

    Step 2: Alkylation via and SN2 Reaction

    Figure 3.png

    3) Hydrolysis and decarboxylation

    Figure 4.png

    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.

    Figure 5.png


    Acetoacetic Ester Synthesis is shared under a CC BY 4.0 license and was authored, remixed, and/or curated by Steven Farmer.