Reaction with secondary amines to form enamines
المؤلف:
University of Missouri System
المصدر:
Organic Chemistry ii
الجزء والصفحة:
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16-10-2020
2512
Reaction with secondary amines to form enamines
Most aldehydes and ketones react with 2º-amines to give products known as enamines. It should be noted that, like acetal formation, these are acid-catalyzed reversible reactions in which water is lost. Consequently, enamines are easily converted back to their carbonyl precursors by acid-catalyzed hydrolysis.
Mechanism
1) Nucleophilic addition
2) Proton transfer
3) Protonation of OH
4) Removal of water (nucleophile elimination)
5) Deprotonation
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