Triisopropyl borate → HCID 58452416、化合物

関与物質

反応条件

反応手順

A solution of 4-bromo-2-methylbenzotrifluoride (500 mg) in tetrahydrofuran (5 mL) was cooled to an external temperature of −78° C. in a nitrogen atmosphere, and a solution of n-butyllithium in hexane (1.57 M, 2.0 mL) was added dropwise. After stirring at −78° C. for 30 minutes, triisopropyl borate (0.72 mL) was added dropwise and the mixture was stirred at room temperature overnight. Acetic acid (0.18 mL) and 2,2-dimethyl-1,3-propanediol (240 mg) were added, followed by stirring at room temperature for three hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give the title compound as a colorless solid (353 mg, 62%).

情報源と証拠