Give the structure of the mixed aldol condensation product of benzaldehyde with
(a)
(b)
(c) Cyclohexanone
Sample Solution (a) The enolate of acetophenone reacts with benzaldehyde to yield the product of mixed addition. Dehydration of the intermediate occurs, giving the α,β-unsaturated ketone.
As actually carried out, the mixed aldol condensation product, 1,3-diphenyl-2-propen-1-one, has been isolated in 85% yield on treating benzaldehyde with acetophenone in an aqueous ethanol solution of sodium hydroxide at 15-30°C.
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