反应详情

温度

70 °C

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.

1. customAfter reaction for 24 hours
2. temperaturethe reaction mixture was cooled
3. extractionNext, the reaction mixture was extracted with dichloromethane
4. washwashed twice with water
5. dry with materialdried over MgSO4
6. customevaporated under vacuum
7. customThe crude product, isolated in the form of a yellow oil
8. customwas purified on a column of silica
9. washeluting with ethyl acetate (
10. customto separate out the dinitro derivative), and then with methanol (
11. customto recover the expected mono-nitro derivative)