Hydrochloric Acid → (Z)-4-[4-(tert-butoxycarbonyl)piperazin-1-yl]-3-(prop-1-en-1-yl)benzoic acid

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Reaction Conditions

Reaction Steps

tert-Butyl (Z)-4-[4-(methoxycarbonyl)-2-(prop-1-en-1-yl)phenyl]piperazine-1-carboxylate (96 mg, 0.267 mmol) was dissolved in methanol (3.0 mL). Under ice-cold conditions, 4N aqueous solution of sodium hydroxide (334 μL) was added, and the mixture was stirred at 50° C. overnight. Subsequently, 4N aqueous solution of sodium hydroxide (668 μL) was further added under ice-cold conditions, and stirred at 50° C. overnight. The reaction solution was added 4N aqueous solution of hydrochloric acid under ice-cold conditions, and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/acetone). The title compound (108 mg (yield >99%)) was obtained as a white crystal.

Provenance & Evidence