April, 1946
PREPARATION OF POLVHMROXYCHALCONES AND -FLAVANONES
[ CONTRIE UTION FROM THE DEPARTMENT OF
CHEMISTRY, UNIVERSITY O F CALIFORNIA,
697
LOS ANGELES]
Flavanones and Related Compounds. I. The Preparation of Polyhydroxychalcones and -Flavanones BY T. A. GEISSMAN AND R. 0. CLINTON’
A number of polyhydroxychalcones and -flavanones have been prepared for a spectrographic study of certain reduction products of the flavanones. la Most of the compounds prepared in the present study are not new and are mentioned only in those cases in which some revision of their properties appears to be necessary. Eight new chalcones and ten new flavanones are described, as well as acyl derivatives of all of these. Cha1cones.-fi considerable variety of methods are available for the preparation of polyhydroxychalcones. Although possessing certain limitations, the most generally suitable methods involve the condensation of a suitably substituted acetophenone and the appropriate benzaldehyde by means of alkali. Most of the compounds describejd here were prepared by this general procedure. The use of Russell’s2method was found necessary in a few cases. The preparation of certain chalcones containing nucleus can be the 2’-hydroxy-
