Β-[3-Nitrophenyl]-Β-[Anthron-(9)-Yl-(10)]-Propionic ACID AND ITS DERIVATIVES

Abstract

β-[3-Nitrophenvl]-β-[anthron-(9)-yl-(10)]-propionic acid, unlike β-phenyl-β-[anthron-(9)-yl-(10]-propionic acid (2, 3), was not found to undergo cyclisation to form a hydrindone derivative when treated with aluminium chloride. Treatment with concentrated sulphuric acid caused the formation of β-[3-nitrophenyl]-β-[(10)-oxy-anthron-(9)-yl-(10)]-propionic acid. The lactone of this acid was then formed together with Bz-1′-oxy-3′(3-nitrophenyl)-1-9-benzanthrone.The following compounds have been prepared, as far as the authors are aware, for the first time: 3-nitrobenzylidene-dimethyl-malonate; the dimethyl and diethyl esters of β-[3-nitrophenyl]-β-[anthron-(9)-yl-(10)]-isosuccinic acid; β-[3-nitrophenyl]-β-[anthron-(9)-yl-(10)]-propionic acid; the chloride and ethyl ester of β-[3-nitrophenyl]-β-[anthron-(9)-yl-(10)]-propionic acid; β-[3-nitrophenyl]-β-[(10)-oxy-anthron-(9)-yl-(10)]-propionic acid and its lactone; and Bz-1′-oxy-Bz-3′(3-nitrophenyl)-1-9-benzanthrone.