반응 #430354

반응 방정식

N-Isopropyl-N-(2-methoxy-phenyl) bromoacetamide

N-phenyl phenylenediamine

potassium carbonate

→

foam

N-Isopropyl-N-(2-methoxy-phenyl)-2-(2-phenylamino-phenylamino) acetamide

용매

DMF

반응 조건

후처리

1. 1
   여과The reaction mixture is filtered through celite
2. 2
   농축the filtrate concentrated in vacuo
3. 3
   기타Purification by silica gel flash column chromatography

실험 절차

A mixture of N-Isopropyl-N-(2-methoxy-phenyl) bromoacetamide, prepared as in Part B, (10.0 g 34.9 mmol), N-phenyl phenylenediamine (6.41 g, 34.9 mmol) and potassium carbonate (4.82 g) in DMF (100 mL) is stirred at RT for 48 h. The reaction mixture is filtered through celite and the filtrate concentrated in vacuo. Purification by silica gel flash column chromatography using 20% ethyl acetate in hexane as eluent gave N-Isopropyl-N-(2-methoxy-phenyl)-2-(2-phenylamino-phenylamino) acetamideas a light brown foam (4.50 g): 1H NMR (300 MHz, CDCl3) δ7.46 (t, 1H, J=7.9), 7.030-7.05 (m, 8H), 6.98 (t, 1H, J=6.8), 6.84 (m, 2H), 6.70 (t, 1H, J=7.6), 6.37 (d, 1H, J=8.0), 5.4 (s, br, 1H), 4.95 (m, 1H, J=6.8), 3.84 (s, 3H), 3.45 (dd, 2H, J=23.2, 6.6), 1.20 (d, 3H, J=6.8), 1.01 (d, 3H, J=6.8).

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