Sodium Hydroxide → HCID 22916442, compound

Participants

Reaction Steps

1-(7-Ethoxycarbonylheptyl)-4,5-bis(4-methoxyphenyl)-2-phenylimidazole (10 g) was reacted with 2N sodium hydroxide in a method similar to Example 10. The aqueous reaction mixture was evaporated to dryness in vacuo and the residue was mixed with ethanol (150 ml) and insoluble material was filtered off. The filtrate was evaporated to dryness and the residue was purified by column chromatography on silica gel eluted with a dichloromethane:methanol gradient. Further purification on Amberlite resin IRA-400 eluted with a methanol:water to methanol:2N HCl gradient and recrystallisation from ethanol gave 1-(7-carboxyheptyl)-4,5-bis(4-methoxy-phenyl)-2-phenylimidazole (2.01 g, 21%) as a white solid, m.p. 149°-150°. Found: C, 74.50; H, 6.75; N, 5.69%; C31H34N2O4 0.5% w/w C2H5OH requires: C, 74.56; H, 6.90; N, 5.59%.

Provenance & Evidence