Ethyl 8-bromooctanoate → 4,5-Bis(2-chlorophenyl)-1-(7-ethoxycarbonyl-heptyl)imidazole

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Reaction Steps

4,5-Bis(2-chlorophenyl)imidazole (1.2 g) (Chem. Ber., 1959, 92, 338-343) and ethyl 8-bromooctanoate (2.1 g) were reacted in a method similar to Example 9. Column chromatography on silica gel eluted with a dichloro-methane:ethanol gradient gave 4,5-bis(2-chlorophenyl)-1-(7-ethoxycarbonyl-heptyl)imidazole (0.45 g, 23.7%) as an oil. NMR d (CDCl3) 1.0-1.8(11H, m, 4×CH2, CH3), 2.2(2H, t, CH2C=O), 3.8 (2H, m, N--CH2), 4.1(2H, q, CH2OC=O), 7.1-7.45 (8H, m, ArH), 7.69 (1H, s, N=CH) ppm

Provenance & Evidence