4-(tert-Butyldimethylsilyloxy)phenylboronic Acid (contains varying amounts of Anhydride) → 8-Chloro-7-hydroxy-3-(4-hydroxy-phenyl)-naphthalene-1-carbonitrile

Participants

Reaction Steps

The title compound was prepared by reacting 3-bromo-8-chloro-7-hydroxy-1-naphthonitrile (0.10 g, 0.37 mmol) with 4-tert-butyldimethylsilyloxyphenylboronic acid (0.13 g, 0.52 mmol) according to Method A to yield 0.036 g (33%) of a white solid: mp 254–256° C.; 1H NMR (DMSO-d6): δ 6.90 (2H, d, J=8.64 Hz), 7.43 (1H, d, J=8.95 Hz), 7.72 (2H, d, J=8.64 Hz), 7.99 (1H, d, J=8.97 Hz), 8.38 (1H, d, J=1.95 Hz), 8.47 (1H, d, J=1.92 Hz), 9.73 (1H, s), 11.08 (1H, s); MS (ESI) m/z 294/296 (M−H)−.

Provenance & Evidence