Sodium Hydroxide → 3-[2-(Thiazol-2-yl)-3-(imidazol-1-yl)prop-1-en-1-yl]-5-phenylbenzoic acid

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A solution of methyl 3-[2-(thiazol-2-yl)-3-(imidazol-1-yl)prop-1-en-1-yl]-5-phenylbenzoate (Z isomer) (1.41 g; 3.5 mmol) in methanol (15 ml) was heated at reflux with 2N aqueous sodium hydroxide solution (4.4 ml; 8.79 mmol) for 5 hours. Methanol was then evaporated and the solution acidified to pH 6 with 6N HCl. The resulting precipitate was triturated with ethanol/ether to give 3-[2-(thiazol-2-yl)-3-(imidazol-1-yl)prop-1-en-1-yl]-5-phenylbenzoic acid as a solid.

Provenance & Evidence