Sodium hydroxide powder (20 mg, 0.5 mmol) and n-nonyl bromide (122 mg, 0.59 mmol) were added to a solution of 4-chloro-2-(1-hydroxy-2-(1H-1-imidazolyl)-1-methylethyl)phenol [compound (2-1)] (100 mg, 0.40 mmol) in N,N-dimethylformamide (1 mL), and the mixture was stirred for 17 hours at room temperature. Ice-water was added to the resultant mixture, followed by extraction with ethyl acetate. The organic layer was washed with water and dried over magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography and dried under reduced pressure, to thereby yield 2-(5-chloro-2-(n-nonyloxy)phenyl)-1-(1H-1-imidazolyl)-2-propanol as a colorless oily product (81.7 mg, yield: 54.5%).
