# Why is the nitrile group not hydrolyzed as well during hydrolysis of imine in Thorpe reaction?

while imine is getting hydrolysed, why does not nitrile group hydrolyse to give carboxylic acid?

• Imines are much easier to hydrolyse. Nitrile hydrolysis takes much more forcing conditions (usually heat) – orthocresol Oct 12 '17 at 9:34
• A word on your mechanism: You cannot have $\ce{tBuO-}$ and $\ce{H3O+}$ in the same reaction vessel. And likewise, as soon as you have a few molecules of $\ce{NH4+}$, you will no longer see any $\ce{H3O+}$. – Jan Oct 12 '17 at 13:00
• Is the water coming in at the work up stage? It wouldn't normally occur that you have water in with butoxide from the beginning – Beerhunter Oct 12 '17 at 17:49
• I couldn't upload the mechanism from the book. Posted it from wikipedia. – user481311 Oct 13 '17 at 16:02