o-(4-Biphenylylcarbonyl)benzoic acid

85-44-9

92-52-4

42797-18-2

The general procedure for the synthesis of O-(4-biphenylyl)benzoic acid from phthalic anhydride and biphenyl was as follows: 154.0 g (1.0 mol) of biphenyl and 148.0 g (1.0 mol) of phthalic anhydride were homogeneously dispersed in 800 ml of dichloromethane. Subsequently, 226.0 g (2 moles) of aluminum trichloride was added in batches under cooling conditions in a water bath, and the reaction temperature was controlled not to exceed 20 °C. After addition, the reaction mixture was stirred at room temperature overnight and observed to gradually change to light blue color. Next, the reaction mixture was slowly poured into a mixture consisting of 3.0 liters of water, 500 grams of crushed ice, and 400 grams of sulfuric acid under continuous stirring. During this process, the blue color gradually faded while a white precipitate was produced. The precipitate was separated by filtration and washed with 4 x 300 ml of water and finally dried. The mass of the product obtained was 291.0 g and the yield was 96% of the theoretical value. The product was characterized by the following data: GC purity 98%; melting point 232-233°C; GC purity 99%; mass spectra (m/z): 374 (M+ -1 + 73 (trimethylsilane)), 359 (100%), 285, 228, 181, 152, 73; UV spectrum: λmax = 286 nm (ethanol).