Why Claisen condensation reactions in solutions take several hours to complete and low yield it obtained in comparison to solvent free reactions? What alcoholic solvents are used in Claisen reactions and why (for example in ethyl phenylacetate claisen condensation)?
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This leads to a slower reaction rate and lower product formation. ** Show more…
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Experiment - Claisen Condensation Reactions: In this experiment, we performed a Claisen condensation reaction of ethyl phenylacetate using potassium tert-butoxide to form ethyl 3-oxo-2,4-diphenylbutanoate and ethanol without using a solvent. This allowed us to reduce waste, have reagents that have a relatively low toxicity level, and made the reaction much more convenient. Question 2: If this reaction were run in a solution (as opposed to solvent-free), it would require several hours of refluxing and provide a much smaller yield. Why is this the case? I cannot seem to find an answer to this question. The only thing that I can find is that the reaction is reversible when a solvent is used (which I'm assuming means that the reaction is not reversible when there is no solvent). If this is correct, why is the reaction reversible when a solvent is used and not reversible when a solvent is not used? A source for the answer would be appreciated if possible. Thank you for the help in advance!
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