반응 #45974

반응 방정식

Et2O

N,N-diethyl-N-[3-(4-nitrophenoxy)propyl]amine

DMF

1-[4-(benzyloxy)phenyl]-2-bromoethanone

→

desired product

diethyl-[3-(4-{2-isobutyl-4-[4-(4-phenoxy-benzyloxy)-phenyl]-imidazol-1-yl}-phenoxy)-propyl]-amine

용매

H2O

반응 조건

후처리

1. 1
   세척The combined organic layers were washed with brine
2. 2
   건조dried over sodium sulfate
3. 3
   기타Evaporation of solvent in vacuuo

실험 절차

To a stirred solution of N,N-diethyl-N-[3-(4-nitrophenoxy)propyl]amine (1.0 eq., 2.5 mmol) in anhydrous DMF (20 mL) DIEA (3 eq) was added, followed by slow addition of the 1-[4-(benzyloxy)phenyl]-2-bromoethanone (2.5 mmol). The reaction mixture was stirred under nitrogen at rt until completion, as indicated by HPLC. The reaction mixture was then diluted with cold H2O and the product was isolated in Et2O. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was purified by chromatography (Silica gel). Pure product was obtained by elution with 2-7% MeOH/DCM (yield˜30%).

출처