Can you provide the mechanism for enamine hydrolysis. Any example will work, thank you.

Question

Question

Answer 1

Answer #1

Enamines hydrolyzed with with aqueous acid give to secondary amine and ketones or base on enamines substitution

example: 1-(pent-2-en-3-yl)pyrrolidine hydrolysis with aqueous acid to give pentan-3-one and pyrrolidine

Mechanism

Step 1 protonation on carbon

Step 2 Addition of water to the iminium ion

Step 3 deprotonation

Step 4 protonation on carbon anime

Step 5 ammonium ion undergoes elimination and deprotonation to give pentan-3-one and pyrrolidine

Answer 2

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