Addition of Grignard reagents to nitriles to give ketones (after hydrolysis)

by James

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{ 4 comments… read them below or add one }

Rajarshi Banerjee October 29, 2012 at 12:07 pm

If I do not add acid will the reaction stop at imines

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Emm May 9, 2013 at 5:21 am

It can especially if the R is aromatic.

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Jared Hensley February 21, 2014 at 3:57 pm

why can you not attack a second time with another equiv of grignard? thanks!

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James February 25, 2014 at 2:04 pm

The problem is that you’d essentially have a nitrogen with two negative charges on it – very unstable. So it tends to simply do mono-addition.

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