反应详情

温度

60 °C

Following Scheme I: To a 100 mL round-bottomed flask equipped with condenser and N2 inlet were added 3.1 g (50.2 mmol) boric acid, 10 mL tetrahydrofuran, 2.3 mL (20 mmol) 30% hydrogen peroxide, and 1 mL concentrated sulfuric acid. To the reaction was added a solution of 2.0 g (10 mmol) 4-(pyridin-2-yloxy)-benzaldehyde in 10 mL tetrahydrofuran dropwise over 5 minutes. The reaction was stirred 3 hr at 60° C., cooled, filtered, and the filtrate neutralized with saturated aqueous sodium bicarbonate solution. The mixture was extracted into 2× ethyl acetate, and the organic layer washed with brine, dried over sodium sulfate, and evaporated. The residue was chromatographed on silica gel using hexane/ethyl acetate as eluant to afford 180 mg (9.6%) of the product as a solid.

1. customTo a 100 mL round-bottomed flask equipped with condenser and N2 inlet
2. temperaturecooled
3. filtrationfiltered
4. extractionThe mixture was extracted into 2× ethyl acetate
5. washthe organic layer washed with brine
6. dry with materialdried over sodium sulfate
7. customevaporated
8. customThe residue was chromatographed on silica gel