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hi allin the reaction below an acetophenone has reacted with dimethyl succinate. my problem is how only on of the ester functional group convert to acid carboxylic not both of them (at the second process)is this reaction possible?
Look into variations of the Claisen condensation.
Is not the ketone alpha-protons more acidic than the esterprotons? In that case the first step would be very different.
Why don’t you try to draw the mechanism of the reaction? Then, you can see how the one carboxylic group is formed, without hydrolysis.
But its not malonic ester, its succinic?
Yes, it is right. This reaction is named “Stobbe Condensation”. J. Am. Chem. Soc., 1950, 72(1), 514–517DOI: 10.1021/ja01157a133http://pubs.acs.org/doi/abs/10.1021/ja01157a133?journalCode=jacsat
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