oa South African Journal of Chemistry - Isolation and crystal structure of 3-aryl-1-(2-hydroxyphenyl)-3-hydroxy-1-propanones derived from Claisen-Schmidt condensation of 2-hydroxyacetophenone with benzaldehyde derivatives
2-Hydroxyacetophenone reacted with benzaldehyde derivatives under alkalinic conditions followed by addition of dilute hydrochloric acid solution to afford mixtures of the known 2-hydroxychalcone derivatives and the corresponding previously undescribed 3-aryl-1-(2-hydroxyphenyl)-3-hydroxy-1-propanones. The isolation of the β-hydroxyketone derivatives depends on the work-up conditions. Their structures were established using a combination of NMR, IR and mass spectroscopic techniques. The conformation of the β-hydroxyketones was probed using 1H NMR spectroscopy and X-ray crystallography.
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