反应详情

To a solution of 1-(5-azido-pentyloxy)-3-nitro-benzene (3.12 g, 12.5 mmol) in 50 mL THF and 1 mL H2O was added triphenylphosphine (3.27 g, 12.5 mmol). The reaction mixture was stirred at room temperature for 48 hours and then was partitioned with ethyl acetate and water. The aqueous solution was extracted with ethyl acetate (3×50 mL). The combined organic phases were washed with brine, dried over MgSO4, and concentrated to give a yellow liquid, which was purified by silica gel column chromatography to give 5-(3-nitro-phenoxy)-pentylamine (2.75 g, 12.3 mmol, 98%) as a yellow liquid.

1. customwas partitioned with ethyl acetate and water
2. extractionThe aqueous solution was extracted with ethyl acetate (3×50 mL)
3. washThe combined organic phases were washed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customto give a yellow liquid, which
7. customwas purified by silica gel column chromatography