反应详情

To a solution of 6-bromo-4-(5-ethanesulfonyl-pyridin-2-yloxy)-naphthalene-2-carboxylic acid methyl ester (280 mg, 0.63 mmol) in tetrahydrofuran (5 mL) was added a solution of diisobutylaluminum hydride (1 M in toluene, 1.3 mL, 1.3 mmol) dropwise at −78° C. under a nitrogen atmosphere. The resulting mixture was warmed to room temperature and stirred at room temperature (the total stirring time between −78° C. and room temperature was 3 hours). The reaction mixture was treated with an aqueous solution of potassium sodium tartrate tetrahydrate at 0° C., warmed to room temperature, and stirred at room temperature for 30 min. The resulting mixture was extracted with ethyl acetate (20 mL×3). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel chromatography (silica gel, 100-200 mesh, 30% ethyl acetate in petroleum ether) to give [6-bromo-4-(5-ethanesulfonyl-pyridin-2-yloxy)-naphthalen-2-yl]-methanol (263 mg, 99%) as a colorless oil.

1. temperaturewarmed to room temperature
2. stirringstirred at room temperature for 30 min
3. extractionThe resulting mixture was extracted with ethyl acetate (20 mL×3)
4. washThe combined organic layers were washed with brine
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by silica gel chromatography (silica gel, 100-200 mesh, 30% ethyl acetate in petroleum ether)