Hydrochloric Acid → 1-Aminomethyl-5-methoxy-3-phenyl-3,4-dihydronaphthalene hydrochloride

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Reaction Steps

1-Aminomethyl-1-hydroxy-5-methoxy-3-phenyl-1,2,3,4-tetrahydronaphthalene (2.0 g, 7.2 mmol), from Step 1, was heated at reflux temperature for 2 h in 75 mL of isopropyl alcohol saturated with hydrogen chloride. The resultant solution was concentrated and the solid residue was triturated with hot toluene to give 0.72 g (33% yield) of 1-aminomethyl-5-methoxy-3-phenyl-3,4-dihydronaphthalene hydrochloride, m.p. 193°-196° C.; 1H NMR (d6-DMSO) δ 2.78 (dd, 1H), 3.14 (dd, 1H), 3.2-3.5 (m, 2H+H2O), 3.84 (s, 3H), 3.93 (d, 1H), 6.2 (m, 1H), 6.54 (d, 1H), 6.60 (d, 1H), 6.75 (d, 1H), 7.2-7.5 (m, 5H).

Provenance & Evidence