反应详情

温度

-40 °C

A 22 Liter reaction flask is equipped with a heating mantle, overhead stirring apparatus, condenser, addition funnel, thermometer probe, and nitrogen inlet/outlet. The flask is purged thoroughly with nitrogen and maintained under nitrogen throughout the reaction. The flask is charged with 4-nitrobiphenyl (1700 g, 8.53 moles) and 1-butanol (3793 g, 51.2 moles). The resulting mixture is heated to reflux to form a clear solution. Tributylphosphine (3500 g, 17.3 moles) is charged to the addition funnel and added dropwise to the hot 4-nitrobiphenyl solution. The temperature is gradually increased as needed to maintain reflux. The reaction is monitored by gas chromatography analysis for completion. The reaction is cooled and water is added (500 mL). The reaction is concentrated to an oil, followed by the addition of petroleum ether (8.0 L). The resulting mixture is cooled to −40° C. and filtered to remove undesired tributylphosphine oxide. The filtrate is concentrated again and petroleum ether (8.0 L) is added. The mixture is cooled and filtered. The resulting filtrate is concentrated to an oil and purified by silica gel chromatography to give the title compound (908 g, 44%).

1. customA 22 Liter reaction flask
2. customis equipped with a heating mantle
3. additionapparatus, condenser, addition funnel
4. customThe flask is purged thoroughly with nitrogen
5. temperaturemaintained under nitrogen throughout the reaction
6. temperatureThe resulting mixture is heated
7. temperatureto reflux
8. customto form a clear solution
9. temperatureThe temperature is gradually increased
10. temperatureto maintain
11. temperaturereflux
12. temperatureThe reaction is cooled
13. concentrationThe reaction is concentrated to an oil
14. additionfollowed by the addition of petroleum ether (8.0 L)
15. filtrationfiltered
16. customto remove undesired tributylphosphine oxide
17. concentrationThe filtrate is concentrated again
18. additionpetroleum ether (8.0 L) is added
19. temperatureThe mixture is cooled
20. filtrationfiltered
21. concentrationThe resulting filtrate is concentrated to an oil
22. custompurified by silica gel chromatography