Skip to main content
Chemistry LibreTexts

Conversion to ketones using Grignard reagents

Grignard reagents can attack the electophillic carbon in a nitrile to form an imine salt. This salt can then be hydrolyzed to become a ketone. 

General Reaction

1.jpg

Example

2.jpg

Mechanism

1) Nucleophilic Attack by the Grignard Reagent

 

3.jpg

 

2) Protonation

 

4.jpg

 

3) Protonation

 

5.jpg

 

4) Nucleophilic attack by water

6.jpg

 

5) Proton Transfer

 

7.jpg

 

6)  Leaving group removal

 

8.jpg

7) Deprotonation

 

9.jpg

 

Contributors

Prof. Steven Farmer (Sonoma State University)