Sodium Hydroxide → 5-[4,5-bis(4-methoxyphenyl)-1H-imidazol-2-ylthio]pentanoic acid

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Reaction Steps

Part B. The ester prepared in Part A above (14.4 g, 32.6 mmol) was stirred in ethanolic sodium hydroxide (240 mL, 0.25N, 60 mmol, about 5% water added) at ambient temperature for 48 hours. The reaction mixture was evaporated, neutralized to pH 7 with small portions of 1N aqueous hydrochloric acid, and saturated with sodium chloride. This mixture was extracted with ethyl acetate (2×200 mL), and the extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated to afford 5-[4,5-bis(4-methoxyphenyl)-1H-imidazole-2-ylthio]pentanoic acid as a waxy solid (12.1 g, 29.3 mmol, 90%).

Provenance & Evidence