Synthesis of chalcones via Aldol condensation reaction
, 2
Abstract:
An aldehyde, 3-nitro benzaldehyde was reacted with acetophenone in the presence of sodium
hydroxide base and absolute ethanol as solvent, resulting in the formation of chalcone along with
the water as side product. The solid product was obtained by vacuum filtration, weighed and
percent yield was calculated for the desired product. The chalcone appeared in the form of
yellow precipitates.
Introduction:
Chalcones are αβ-unsaturated ketones n be synthesize which can be synthesized by Claisen
Schmidt condensation. The basic skeleton of chalcones consists of two phenyl groups linked by
three carbons. Chalcones can also be known as benzyl acetophenones or benzylidene
acetophenone. Claisen Schmidt condensation is an aldol reaction in which aldehydes react with
ketones in basic medium to yield chalcones by the loss of water. Chalcones act as intermediates
in the synthesis of different heterocyclic products which have immense biological applications
including anti-bacterial, anti-viral, anti-malarial, anti-cancer and anti-inflammatory properties.
Besides aldol condensation, chalcones can also be synthesized by different coupling reactions
like Suzuki-Miyara cross coupling and Sonographer’s cross coupling reactions. But among all
these the cross-aldol reaction is easy to carry out. In this experiment, the chosen benzaldehyde
was reacted with acetophenone at room temperature in basic media using absolute ethanol as
solvent. The absolute ethanol was used because the water was formed as the by product in the
synthesis of reaction which may affect the overall yield of the product. It is very important to
remove the by product as its one of the techniques used to increase the overall yield of the
product. The solid product synthesized by simple stirring at room temperature and then pouring
the ice-cold water in the flask was obtained by the vacuum filtration. The product was dried,
weighed and then percent yield was calculated. The product was obtained in the form of bright
yellow precipitates.
Reaction:
Table of physical constants: