Chapter 22: Q82P (page 1207)
Propose a mechanism for the following reaction. Show the structure of the compound that results from hydrolysis and decarboxylation of the product.
Short Answer
Reaction Mechanism
Chapter 22: Q82P (page 1207)
Propose a mechanism for the following reaction. Show the structure of the compound that results from hydrolysis and decarboxylation of the product.
Reaction Mechanism
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b. 1phenylethanol + I2 excess
Show how you would use an aldol, Claisen, or another type of condensation to make each compound.
Without looking back, propose a mechanism for the hydrolysis of this iminium salt to the alkylated ketone. The first step is attack by water, followed by loss of a proton to give a carbinolamine. Protonation on nitrogen allows pyrrolidine to leave, giving the protonated ketone.
Predict the major products of the following reactions.
c)
In Solved Problem 22-9, the target molecule was synthesized using a Michael addition to form the bond that is to the upper carbonyl group. Another approach is to use a Michael addition to form the bond that isto the other (lower) carbonyl group. Show how you would accomplish this alternative synthesis.
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