Hydrochloric Acid → 4-[4-(2,2,2-Trifluoroethoxy)phenoxy]piperidine

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Reaction Steps

To tert-butyl 4-[4-(2,2,2-trifluoroethoxy)phenoxy]piperidine-1-carboxylate (3 g) was added 4 molar hydrogen chloride in 1,4-dioxane (50 ml), stirred at ambient temperature for 1 hour. The solvent was removed and the resultant solid triturated and washed twice with a small amount of diethyl ether to yield 4-[4-(2,2,2-trifluoroethoxy)phenoxy]piperidine as a hydrochloride salt (2.4 g). NMR Spectrum: (DMSOd6) 1.7 (m, 2H), 2.0 (m, 2H), 3.0 (m, 2H), 3.2 (m, 2H), 4.5 (m, 1H), 4.6 (m, 2H), 6.9 (m, 4H), 8.8 (broad, 2H). Mass Spectrum: M−H− 276.

Provenance & Evidence