21.12: Addition of 2° Amines
- Page ID
- 28285
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Introduction
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.
| Example |
Mechanism
1) Nuleophilic attack
2) Proton transfer
3) Protonation of OH
4) Removal of water
5) Deprotonation
Reversibility of Enamines
| Example |
Problems
1) Please draw the products for the following reactions.
2) Please give the structure of the reactant needed to product the following product
Answers
1)
2)
Contributors
- Prof. Steven Farmer (Sonoma State University)
- William Reusch, Professor Emeritus (Michigan State U.), Virtual Textbook of Organic Chemistry