Pyridine → HCID 118005848, compound

Participants

Reaction Steps

A solution of 3,6-dichloronaphthalen-1-ol (1.0 equiv), 2-methoxyphenylboronic acid (1.5 equiv), Cu(OAc)2 (1.3 equiv), pyridine (5.0 equiv), and 4 Å MS in dry DCM (3.0 mL) was stirred at room temperature for 48 h. The reaction was filtered, concentrated by rotary evaporation, and purified by column chromatography to give 3,6-dichloro-1-(2-methoxyphenoxy)naphthalene (25) (38%). 1H NMR (400 MHz, CDCl3) δ 8.30 (d, J=12.0 Hz, 1H), 7.73 (d, J=4.0 Hz, 1H), 7.44 (dd, J=12.0, 4.0 Hz, 1H), 7.40 (s, 1H), 7.10-7.06 (m, 2H), 7.02 (dd, J=3.4, 1.2 Hz, 1H), 6.96 (d, J=1.2 Hz, 1H), 6.54 (d, J=4.0 Hz, 1H), 3.80 (s, 3H), GC-MS (ES) for C17H12Cl2O2 [M]+ 318.

Provenance & Evidence