反应详情

温度

-78 °C

To a solution of 4-bromophenyl n-butyl sulfide (1.5 g, 6.12 mmol) in 60 ml of dry THF was added nBuLi (4.1 ml, 1.6 M in hexanes) at −78° C. under nitrogen. The mixture was stirred for 1 hour at −78° C. and then DMF (2.0 ml) was added. The reaction mixture was stirred at room temperature for 2 hours. Then 40 ml of water was added to this mixture, the product was extracted three times by ether (3×50 ml) and the combined organic layer was dried over magnesium sulfate. After removal of solvent under reduced pressure, the product was purified by flash chromatography column using 10% of ethyl acetate in hexanes as eluant and isolated in 66.7% (0.88 g) yield.1H NMR (CDCl3, 500 MHz) δppm: 9.98 (s, 1H, CHO), 7.77 (d, J=8.5 Hz, 2H), 7.36 (d, J=8.5 Hz, 2H,), 7.11 (s, 2H), 3.02 (t, J=7.2 Hz, 2H, CH2), 1.71 (m, 2H, CH2), 1.50 (m, 2H, CH2), 0.97 (t, J=7.5 Hz, 6H, CH3).

1. stirringThe reaction mixture was stirred at room temperature for 2 hours
2. extractionthe product was extracted three times by ether (3×50 ml)
3. dry with materialthe combined organic layer was dried over magnesium sulfate
4. customAfter removal of solvent under reduced pressure
5. customthe product was purified by flash chromatography column
6. customisolated in 66.7% (0.88 g)
7. customyield