Pyridine → 1-{[4-(3,3,3-Triphenylpropoxy)phenyl]methyl}pyridinium chloride

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Reaction Steps

A solution of 4-(3,3,3-triphenylpropoxy)benzyl chloride, prepared in example 28, (210 mg, 0.51 mmol) in pyridine (1.0 mL) was refluxed for two minutes, and concentrated. The residue was recrystallized from acetonitrile-ethyl acetate and dried at 90° under high vacuum for 18 hours, providing the title compound as a monohydrate, a white powder, mp 155°-159° C. (212 mg, 86%). 1H NMR (CDCl3) δ 9.56 (d, J=7.5 Hz, 2H), 8.31 (t, J=7.5 Hz, 1H), 7.94 (t, J=7.5 Hz, 2H), 7.54 (d, J=8.6 Hz, 2H) 7.15-7.35 (m, 15H), 6.68 (d, J=8.6 Hz, 2H), 3.68 (t, J=7.7 Hz, 2H), 3.09 (t, J=7.7 Hz, 2H). Anal. calcd. for C33H30NO.Cl.H2O: C, 77.71; H, 6.32; N, 2.75; Cl, 6.95. Found: C, 77.47; H, 6.27; N, 2.63; Cl, 6.65.

Provenance & Evidence