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Bis-4-[4-(4-chlorophenylsulphonyl)biphenyl] carbonate (715.0 g; 1.01 mole), aqueous potassium hydroxide solution (557.3 g; 4.85 mole) and ethanol (2250 cm3) were stirred under reflux for 21/2 hours. The resulting slurry was diluted with methanol until a clear solution was obtained which was added to an excess of a mixture of concentrated hydrochloric acid and water (1:1 v/v). A precipitate formed which was collected, washed with methanol, dried and recrystallized from aqueous dimethyl formamide to yield 4-(4-chlorophenylsulphonyl)-4'-hydroxy biphenyl (352 g) which had melting point 268-270C.
(2) The following reagent and solvent were put into a reaction container. sodium hydride: 1.4 g N,N-dimethylformamide: 200 ml After the reaction solution was cooled to 0 C., the compound obtained in the item (1) was added gradually. Subsequently, the reaction solution was agitated for 2 hours while the temperature of the reaction solution was raised to room temperature. Then, 6.4 ml of 2-(2-bromoethoxy)tetrahydro-2H-pyran was added, the reaction solution was heated to 60 C., and agitation was performed at this temperature (60 C.) for 5 hours. At this time, the degree of proceeding of the reaction was ascertained with TLC appropriately. Thereafter, the reaction was terminated with an ammonium chloride aqueous solution, and an organic phase was extracted with ethyl acetate. The resulting organic phase was washed with water and saturated saline solution in that order and was dried with anhydrous magnesium sulfate. A crude product obtained by concentrating the organic phase under reduced pressure was refined through column chromatography. The thus obtained product was used as-is in the following step
With sodium hydrogencarbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 90℃; for 10h;
(1) The following reagents and solvents were put into a reaction container. 4,4'-dichlorodiphenyl sulfone: 10 g 4-hydroxyphenylboric acid: 5.8 g sodium hydrogen carbonate: 10 g dioxane: 400 ml water: 200 ml tetrakistriphenylphosphine palladium: 0.8 g Subsequently, the reaction solution was heated to 90 C. and agitation was performed at this temperature (90 C.) for 10 hours. At this time, the degree of proceeding of the reaction was ascertained with TLC appropriately. Then, the reaction was terminated with an ammonium chloride aqueous solution, and an organic phase was extracted with ethyl acetate. The resulting organic phase was washed with water and saturated saline solution in that order and was dried with anhydrous magnesium sulfate. A crude product obtained by concentrating the organic phase under reduced pressure was refined through column chromatography. The thus obtained product was used as-is in the following step.
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