In a Schlenk tube whose content had been replaced with Ar, 9.0 g of 60% sodium hydride and 400 ml of dry dimethoxyethane were placed. While this solution was being cooled with ice water, 29.8 g of 4,4'-dihydroxybiphenyl was added. Thereafter, the reaction solution was allowed to warm up to room temperature, and was stirred for two hours. Thereafter, the reaction solution was cooled to -60° C. After 86 g of 2-(perfluorobutyl)ethyl trifluoromethane sulfonate was added dropwise to the reaction solution, the reaction solution was allowed to warm up to room temperature, and was stirred overnight. Subsequently, the reaction solution was poured into dilute hydrochloric acid, and an organic layer was extracted with benzene. After the benzene layer was washed with water and dried over sodium sulfate anhydrous, the solvent was distilled away. The residue was purified by silica gel column chromatography (eluent: benzene), and recrystallized from toluene to give 18.8 g of 4-hydroxy-4'-[2-(perfluorobutyl)ethyloxy]biphenyl (Y: 27.1%). The purity of the compound thus obtained was 98.4% by GC.
