Ethyl 8-bromooctanoate → 2-Benzyl-1-(7-ethoxycarbonylheptyl)-4,5-diphenylimidazole

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Reaction Steps

2-Benzyl-4,5-diphenylimidazole (3.3 g) (Weiss, M, J. Am. Chem. Soc., 1952, 74, 5193-5) was reacted with ethyl 8-bromooctanoate as in Example 9. Column chromatography on silica gel eluted with a dichloro-methane:ethanol gradient followed by distillation at 200° C./0.1 torr to remove volatile impurities gave a yellow oil. Recrystallisation from hexane gave 2-benzyl-1-(7-ethoxycarbonylheptyl)-4,5-diphenylimidazole (2.69 g, 52.6%) as a white solid, m.p. 82°-3°. Found: C, 80.35; H, 7.58; N, 6.08%; C32H36N2O2 requires: C, 79.96; H, 7.55; N. 5.83%.

Provenance & Evidence