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Acetoacetic ester synthesis : ウィキペディア英語版 | Acetoacetic ester synthesis Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into a ketone, or more specifically an α-substituted acetone. This is very similar to malonic ester synthesis. : ==Mechanism== A strong base deprotonates the dicarbonyl α-carbon. This carbon is preferred over the methyl carbon because the formed enolate is conjugated and thus resonance stabilized. The carbon then undergoes nucleophilic substitution. When heated with aqueous acid, the newly alkylated ester is hydrolyzed to a β-keto acid, which is decarboxylated to form a methyl ketone.〔Smith, Janice Gorzynski. ''Organic Chemistry: Second Ed''. 2008. pp 905–906〕〔(Acetoacetic Ester Synthesis – Alkylation of Enolates | PharmaXChange.info )〕
抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Acetoacetic ester synthesis」の詳細全文を読む
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