Claisen Condensation of esters

by James

Description: When esters are treated with strong base, an enolate can be formed. The resulting enolate can add to another ester, resulting in a substitution at the carbonyl carbon.
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{ 5 comments… read them below or add one }

Nima Omid-Fard March 15, 2012 at 5:04 am

Some of these are reversible right? (the ones which have only 1 alpha H?)

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Aleksey April 22, 2012 at 12:03 pm

I believe the reversibility depends on the type of base you are using and not the number of the alpha hydrogens.

Here are some common bases for the irreversible forms:
NaH, NaNH2, KH, LDA

Common reversible bases:
NaOEt, NaOMe

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padhiyar pankaj A. May 3, 2012 at 6:53 am

is there any possibility of dickmann reaction if -NH- group present in molecule?
i think -NH- group give anion instead of -CH2-.

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Sandra July 30, 2013 at 8:32 pm

Since the b-keto ester has an acidic proton, does the reaction of ester with base need to be followed by a work-up step?

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Monika Kulak November 2, 2013 at 3:26 pm

Can you also go over the reformatsky reaction?

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