反应详情

温度

80 °C

To a suspension of lithium borohydride (0.22 g, 10.04 mmol) in 40 mL of THF-pyridine (ratio 1:1), compound 3 (1.00 g, 4.02 mmol) was added at 0° C. The reaction mixture was stirred at 80° C. for 12 h and then cooled to 0° C. 21 mL of 4 N HCl aqueous solution was added carefully and the resulting suspension was stirred at 0° C. for 10 min, and refluxed for 1 h. After cooling down at room temperature, the solvent was removed by evaporation. The residue was dissolved in ethyl acetate and washed with water. The organic layer was collected, dried over anhydrous Na2SO4, filtered, concentrated and purified by silica column chromatography (50% ethyl acetate in hexanes) to afford compound 4 in 76.6% (0.77 g) yield as a colorless oil.

1. additionwas added at 0° C
2. temperaturecooled to 0° C
3. stirringthe resulting suspension was stirred at 0° C. for 10 min
4. temperaturerefluxed for 1 h
5. temperatureAfter cooling down at room temperature
6. customthe solvent was removed by evaporation
7. dissolutionThe residue was dissolved in ethyl acetate
8. washwashed with water
9. customThe organic layer was collected
10. dry with materialdried over anhydrous Na2SO4
11. filtrationfiltered
12. concentrationconcentrated
13. custompurified by silica column chromatography (50% ethyl acetate in hexanes)