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Chapter 22: Q6P (page 1156)

Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.

Short Answer

Expert verified

Alkylation of enamine is termed the Stork reaction. This reaction alkylates or acylates a ketone鈥檚 alpha position using several alkyl or acyl halides.

Step by step solution

01

Alkylation of enamine

Alkylation of enamine is termed the Stork reaction. This reaction alkylates or acylates a ketone鈥檚 alpha position using several alkyl or acyl halides.

02

Proposing a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine

The mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine is shown below:

Mechanism for the reaction of cyclohexanone with pyrrolidine

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Most popular questions from this chapter

A student wanted to dry some diacetone alcohol and allowed it to stand over anhydrous potassium carbonate for a week. At the end of the week, the sample was found to contain nearly pure acetone. Propose a mechanism for the reaction that took place.

Question:Show how you would use an aldol, Claisen, or another type of condensation to make each compound

b.

Show how you would use an aldol, Claisen, or another type of condensation to make each compound.

Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.

Predict the major products of the following reactions.

b)
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