Imine Formation from Benzaldehyde and Methylamine

Imine Formation from Benzaldehyde and Methylamine THE OVERALL REACTION  

Step 1 The amine acts as a nucleophile, adding to the carbonyl group and forming a C—N bond. 

Step 2 In a solvent such as water, proton transfers give the carbinolamine. 

Step 3 The dehydration stage begins with protonation of the carbinolamine on oxygen. 

Step 5 The nitrogen-stabilized carbocation is the conjugate acid of the imine. Proton transfer to water gives the imine. 

Step 4 The oxygen-protonated hemiaminal loses water to give a nitrogen-stabilized carbocation. 

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FIGURE 17 10 The mechanism of imine formation from benzaldehyde and methylamine... 

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