Acetoacetic%20and%20Malonic%20Ester%20Synthesis

Acetoacetic%20and%20Malonic%20Ester%20Synthesis - Reactions...

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Reactions of β -Keto Esters: The Acetoacetic Ester Synthesis β -Keto Esters (pKa 10), i.e. Claisen products, are readily deprotonated by alkoxides. H 3 C C C H O H 3 C C C H O C O OCH 3 O OCH 3 OCH 3 C C H O O H 3 C The resulting “doubly stabilized” enolates are excellent nucleophiles in S N 2 processes
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Reactions of β -Keto Esters: The Acetoacetic Ester Synthesis After alkylation, β -keto esters can be hydrolyzed. The resulting β -keto acid will decarboxylate upon gentle heating. This β -keto ester Alkylation-Hydrolysis- Decarboxylation sequence is termed the “Acetoacetic Ester Synthesis”. This sequence is used for the synthesis of unsymmetrical ketones.
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Reactions of β -Keto Esters: The Malonic Ester Synthesis H 3 C O OCH 3 H 3 CO O OCH
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Acetoacetic%20and%20Malonic%20Ester%20Synthesis - Reactions...

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