反应 #1478581

反应方程式

1-fluoro-4-nitrobenzene

pyridine

4,7,10-trioxatridecane-1,13-diamine

→

expected product ( 19 )

收率 52.7%

N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)-N-(4-nitrophenyl)amine

收率 52.7%

溶剂

water

反应条件

后处理

1. 1
   其他After reaction for 24 hours
2. 2
   温度the reaction mixture was cooled
3. 3
   萃取Next, the reaction mixture was extracted with dichloromethane
4. 4
   洗涤washed twice with water
5. 5
   干燥dried over MgSO4
6. 6
   其他evaporated under vacuum
7. 7
   其他The crude product, isolated in the form of a yellow oil
8. 8
   其他was purified on a column of silica
9. 9
   洗涤eluting with ethyl acetate (
10. 10
    其他to separate out the dinitro derivative), and then with methanol (
11. 11
    其他to recover the expected mono-nitro derivative)

实验过程

1.41 g (0.01 mol) of 1-fluoro-4-nitrobenzene and 1.62 ml (0.02 mol) of pyridine were introduced into a three-necked flask under nitrogen. 8.75 ml (0.04 mol) of 4,7,10-trioxatridecane-1,13-diamine were added dropwise with stirring. The mixture was heated to 70° C. After reaction for 24 hours, the reaction mixture was cooled and 40 ml of distilled water were then added with vigorous stirring. Next, the reaction mixture was extracted with dichloromethane, washed twice with water, dried over MgSO4 and then evaporated under vacuum. The crude product, isolated in the form of a yellow oil comprising about 90% of expected mono-nitro derivative, was purified on a column of silica, eluting with ethyl acetate (to separate out the dinitro derivative), and then with methanol (to recover the expected mono-nitro derivative). 1.8 g of expected product (19) were obtained in the form of a dark yellow oil.

来源