反应详情

2′-Methyl-4′-(tetrahydro-2H-pyran-2-yloxy)biphenyl-3-carbaldehyde (13.6 g, 45.9 mmol) was dissolved in a mixture of 1,2-dimethoxyethane (70 mL) and tetrahydrofuran (70 mL), and sodium borohydride (0.870 g, 23.0 mmol) was added under ice-cooling. The mixture was stirred at the same temperature for 3 hrs. To the reaction mixture was added aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (15%-50% ethyl acetate/hexane) to give the title compound (12.2 g, yield 89%) as a colorless oil.

1. additionwas added under ice-
2. temperaturecooling
3. extractionthe mixture was extracted with ethyl acetate
4. washThe extract was washed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by silica gel column chromatography (15%-50% ethyl acetate/hexane)