반응 #726

ord-587e8b015ef542aa9ba95a064a0d6902

반응 방정식

N#Cc1ccc(Br)cc1
N#Cc1ccc(Br)cc1
CC(C)(C)OC(=O)N1CCNCC1
CC(C)(C)OC(=O)N1CCNC
CC(C)(C)OC(=O)N1CCN(c2ccc(C#N)cc2)CC1
CC(C)(C)OC(=O)N1CCN(
수율 82.3%

용매

반응 조건

온도
120°CELSIUS

실험 절차

To 4-bromobenzonitrile (.5 g, 2.75 mmol) dissolved in dry THF (10 mL) was added tert-butyl piperazine-1-carboxylate (0.512 g, 2.75 mmol), Sodium-t- butoxide (0.792 g, 8.24 mmol) and purged with N2 gas for 10 min followed by the addition of 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl (0.131 g, 0.27 mmol)and Palladium II acetate (0.062 g, 0.27 mmol). The contents were further purged with N2 gas for further 10 min and heated at 85 °C for 2 h. The reaction mass was concentrated and the reside diluted with water and extracted with ethyl acetate . The combined organic extracts were washed with brine solution and dried over anhydrous sodium sulphate. The organic layer was evaporated under reduced pressure to obtain the crude product which was purified by 60-120 mesh silica gel column chromatography using 25% Ethyl acetate : Hexanes mixture to obtain tert-butyl 4-(4-cyanophenyl)piperazine-1-carboxylate (0.650 g, 82 %) as a white solid. m/z (ES+), M+ = 288.4

출처

750 AstraZeneca ELN dataset