[Anpu]

Which one will form in following reaction?? chalcone(A) or schiff base (B)
will i get a mixture of chalcone and schiff base as product??? what reaction condition should i maintain to get chalcone alone as product??? anyone pls help me...

[discodermolide]

You will need to protect the amine first, try and make the bis-Boc urea, then do your aldol.

[orgopete]

I don't know whether the aldol product is a known product or not, but I would not expect Shiff base formation to be in impediment if the aldol is carried out in aqueous base, like the org lab condensation of acetone and benzaldehyde.

[Anpu]

yes...i found in an article that chalcone would be formed in presence of NaOH and Schiff base would be formed in presence of acetic acid....let me attach the reaction below

[Dean]

I think the reaction afford Schiff base under acid or neutral condition. I would try to treat the acetyl group with NaOH alcohol solution and then reacted with the aldehyde. However, the protection of amine would fix all problems.

[discodermolide]

One thing to note is that the amino ketone would have limited stability.

[Dean]

the imine is ok except acid condition

[opsomath]

I would add my voice to the list of people saying that it should be a straight-up aldol condensation in aqueous/ethanolic alkali. To condense the Schiff base, you need acid.