2-Methoxy-6-(4-methoxyphenyl)naphthalene → 6-(4-Hydroxyphenyl)-2-naphthol

Participants

Reaction Steps

2-Methoxy-6-(4-methoxyphenyl)naphthalene (5.61 g, 21.2 mmol) was added to pyridinium HCl (30 g) at 190° C. according to Method B to afford 4.88 g (98%) of a white solid: mp>220 (discolors above 200° C.); 1H NMR (DMSO-d6): δ 6.87 (2H, d, J=8.54 Hz), 7.08 (1H, dd, J=2.34 Hz, J=8.76 Hz), 7.11 (1H, d, J=2.14 Hz), 7.58 (2H, d, J=8.54 Hz), 7.65 (1H, dd, J=1.92 Hz, J=8.76 Hz), 7.71 (1H, d, J=8.54 Hz), 7.79 (1H, d, J=8.97 Hz), 7.95 (1H, s), 9.56 (1H, bs), 9.70 (1H, bs); MS (ESI) m/z 235 (M−H)−.

Provenance & Evidence