تفاعل #1478581

معادلة التفاعل

1-fluoro-4-nitrobenzene

pyridine

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

→

expected product ( 19 )

المردود 52.7%

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

المردود 52.7%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter reaction for 24 hours
2. 2
   درجة الحرارةthe reaction mixture was cooled
3. 3
   استخلاصNext, the reaction mixture was extracted with dichloromethane
4. 4
   غسيلwashed twice with water
5. 5
   تجفيفdried over MgSO4
6. 6
   أخرىevaporated under vacuum
7. 7
   أخرىThe crude product, isolated in the form of a yellow oil
8. 8
   أخرىwas purified on a column of silica
9. 9
   غسيلeluting with ethyl acetate (
10. 10
    أخرىto separate out the dinitro derivative), and then with methanol (
11. 11
    أخرىto recover the expected mono-nitro derivative)

الإجراء التجريبي

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.

المصدر