Hydrochloric Acid → (S)-3-(4-phenoxyphenoxy)quinuclidine hydrochloride

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Reaction Steps

The product of Example 4A (80 mg, 0.27 mmol) in ethyl acetate (4 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL) to provide the title compound as solid (57 mg, yield, 63%). 1H NMR (MeOH-d4, 300 MHz) δ 1.80–2.20 (m, 3H), 2.30–2.40 (m, 1H), 2.50 (m, 1H), 3.30–3.45 (m, 5H), 3.76 (m, 1H), 4.90 (m, 1H), 6.90–6H), 7.05–7.09 (m, 1H) 7.20–7.42 (m, 2H) ppm. MS (DCl/NH3) m/z 296(M+H)+. A calculated for C19H21NO2. 1.0HCl: C, 68.77; H, 6.68; N, 4.22. Found: C, 68.50; H, 6.69; N, 4.12.

Provenance & Evidence