SELECTIVE PROTECTION OF CARBONYL GROUPS BY TAKING ADVANTAGE OF A COMBINATION OF SOLID SUPPORT AND GIRARDS REAGENT

Some Girard's derivatives of 4-phenylbenzophenone were prepared in ethanol solution, in the presence of Amberlite IRC-50 as a catalyst. Supported samples of the derivatives were then prepared by addition of silica gel to the solution, followed by evaporation of the ethanol. The supported samples were reduced with lithium tri-t-butoxyhydroaluminate by being suspended in THF solution. Hydrolysis, followed by extraction of the product, yielded 4-acetyl- alpha -phenylbenzyl alcohol in an 80% selectivity. In the same way, 4-acetylbenzaldehyde yielded 1-(4-formylphenyl)ethanol in an 81% selectivity.