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.
Content available for Reactionguide members only. Not a member? Get access for about 30 cents / day!

{ 5 comments… read them below or add one }

Nima Omid-Fard

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

Reply

Aleksey

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

Reply

padhiyar pankaj A.

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

Reply

Sandra

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?

Reply

Monika Kulak

Can you also go over the reformatsky reaction?

Reply

Leave a Comment