DAT Destroyer OC #156(Claisen)

Discussion in 'DAT Discussions' started by jwest88, May 3, 2012.

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  1. jwest88

    jwest88

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    So I understand the initial Claisen. But the second step is the addition of an acid. Why wouldn't the resulting ester hydrolyze, giving you a carboxylic acid beta to a ketone, which would decarboxylate?
     
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  3. Dotoday

    Dotoday 7+ Year Member

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    Because you first hydrolyze the ester with base, the protonate acetate anion with acid. Once you generate a Beta keto acid, it can be decarboxylated by adding heat. Only bet ketoacids ( acids on the beta carbon) can be decarboxylated with heat. Hope this helps.

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  4. jwest88

    jwest88

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    O, ok I totally forgot that you have to add heat. Thanks a bunch.
     

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