反应详情

温度

70 °C

Sodium hydride (0.5 g) (45-55% dispersion in oil was added to a solution of 1-(4-pyridyl)piperazine (0.9 g) in dry dimethylformamide (10 ml) at ambient temperature and stirred for 30 minutes. After this time, 4-fluoronitrobenzene (0.65 ml) was added slowly and the temperature raised to 70° C. The mixture was maintained at this temperature for 2 hours. The reaction mixture was then quenched by pouring into water and acidifying with aq 2N HCl solution to pH 1. The acidic layer was washed with diethyl ether and then basified with aq 2N.NaOH solution. The resulting precipitate was filtered, washed with water, dissolved in methanol, filtered through phase separator paper and evaporated to dryness. The resulting crude material was recrystallised from methanol/ether to give 1-(4-pyridyl)-4-(4nitrophenyl)piperazine (0.64 g) as an oil, NMR: (CDCl3) 3.61(q,8H), 6.58(d,2H), 6.81(d,2H), 8.16(d,2H), 8.33(bs,2H); MS: m/z 285 (MH)+.

1. temperatureThe mixture was maintained at this temperature for 2 hours
2. customThe reaction mixture was then quenched
3. additionby pouring into water and acidifying with aq 2N HCl solution to pH 1
4. washThe acidic layer was washed with diethyl ether
5. filtrationThe resulting precipitate was filtered
6. washwashed with water
7. dissolutiondissolved in methanol
8. filtrationfiltered through phase
9. customevaporated to dryness
10. customThe resulting crude material was recrystallised from methanol/ether