Hydrochloric Acid → 3-[4-(benzyloxy)phenoxy]quinuclidine Hydrochloride

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Reaction Steps

The product of Example 15A (100 mg, 0.32 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL, 2.0 mmol). The title compound was obtained as a solid (80 mg, yield, 72%). 1H NMR (MeOH-d4, 300 MHz) δ 1.80–2.16 (m, 3H), 2.25–2.40 (m, 1H), 2.46 (m, 1H), 3.30–3.46 (m, 5H), 3.76 (m, 1H), 4.75 (m, 1H), 5.02 (s, 2H), 6.80–6.95 (m, 4H), 7.28–7.40 (m, 5H) ppm. MS (DCl/NH3) m/z 310 (M+H)+. Anal. calculated for C20H23NO2.1.4HCl.0.8H2O: C, 64.08; H, 6.99; N, 3. 74. Found: C, 64.14; H, 6.52; N, 3.86.

Provenance & Evidence