Hydrochloric Acid → 2-(2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxy}ethyl) piperidine hydrochloride

Participants

Reaction Steps

1 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 0.63 g of 1-t-butoxycarbonyl-2-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)piperidine [prepared as described in step (a) above] in 1 ml of dioxane, and the resulting solution was allowed to stand at room temperature for 2.5 hours. At the end of this time, it was concentrated by distillation under reduced pressure. The resulting residue was partitioned between ethyl acetate and a saturated aqueous solution of sodium hydrogencarbonate. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and concentrated by distillation under reduced pressure. The resulting residue was dissolved in ethanol, and the solution was adsorbed on a Column packed with CM Sephadex C-25 (H+ type) (Sephadex is a trade mark). The column was washed with ethanol and eluted with a 0.1N solution of hydrogen chloride in ethanol. The eluate was concentrated by evaporation under reduced pressure and dried in vacuo, to give 0.22 g (yield 40%) of the title compound as a colorless oil.

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