Hydrochloric Acid → 7-Bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid

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Reaction Steps

To a solution of methyl 7-bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylate (810 mg) in a mixture of tetrahydrofuran (60 ml) and methanol (60 ml) was added 1N sodium hydroxide solution (21 ml), and the mixture was stirred at room temperature overnight. Then, to the mixture was added water at 0° C., and 1N hydrochloric acid was further added to make acidic (pH=4), and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting solid was recrystallized from hexane-ethyl acetate to give 7-bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid (574 mg) as yellow crystals.

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