反应详情

温度

25 °C

1-Iodo-2-octyldodecane (5.90 g, 14.5 mmol) and potassium phthalimide (2.94 g, 15.9 mmol) were dissolved in 25 mL of DMF and vigorously stirred for 72 h at 25° C. The reaction mixture was poured into 200 mL of pentane, and washed four times with 100 mL water. The mixture was then passed through a 3 cm silica gel plug, and concentrated to give a colorless oil. The oil was next dissolved in 150 mL of ethanol, and 4 mL of hydrazine hydrate were added, leading to a mixture which was heated to reflux overnight. The resulting precipitates were collected by filtration, dissolved in 100 mL water, and the solution was made alkaline by addition of 6 M NaOH (aq). The resulting mixture was dissolved in 200 mL pentane, washed four times with 100 mL of water, once with 70 mL of brine, dried over MgSO4, and concentrated to give a colorless oil (3.08 g, 72% yield). 1H NMR (CDCl3 500 MHz): δ: 2.60 (d, J=5.0 Hz, 2H), 2.00 (t, J=5.0 Hz, 1H), 1.30-1.20 (b, 32H), 0.89 (t, J=7.5 Hz, 6H); MS (EI): m/z (%) 297.34 (100) [M+]. Elemental Analysis (calc. C, 80.73; H, 14.57): found C, 80.78; H, 14.52.

1. washwashed four times with 100 mL water
2. concentrationconcentrated
3. customto give a colorless oil
4. temperaturewas heated
5. temperatureto reflux overnight
6. customThe resulting precipitates
7. filtrationwere collected by filtration
8. dissolutiondissolved in 100 mL water
9. additionby addition of 6 M NaOH (aq)
10. dissolutionThe resulting mixture was dissolved in 200 mL pentane
11. washwashed four times with 100 mL of water
12. dry with materialonce with 70 mL of brine, dried over MgSO4
13. concentrationconcentrated