Claisen Condensation: The Ester Version of Aldol

Master the Claisen condensation: ester enolate formation, nucleophilic acyl substitution, and why deprotonation of the β‑keto ester drives the reaction. Includes key base choices and traps.

  • Key nucleophile: Ester enolate
  • Key electrophile: Ester carbonyl
  • Product: β‑keto ester (or β‑diketone depending on substrates)
  • Driving force: Deprotonation of β‑keto ester product (more acidic)
  • Base choice: Use matching alkoxide base (same OR as ester) to avoid transesterification
  • Exam type: Predict the major product
  • Exam type: Choose conditions
  • Exam type: Failure modes / distractors

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