Toluene → HCID 15183985, compound

Participants

Reaction Steps

To a mixture of dimethyl 5-bromoisophthalate (2.50 g, 9.15 mmol), p-tolylboronic acid (1.37 g, 10.1 mmol), toluene (50 mL), ethanol (10 mL), cesium carbonate (3.28 g, 10.1 mmol), and water (5 mL) under argon was added tetrakis(triphenylphosphine)-palladium(0) (529 mg, 0.458 mmol). The mixture was heated to reflux for 6 h, and then cooled to room temperature and filtered through Celite. The filtrate was concentrated and the residue was purified by silica gel column (0-50% EtOAc/hexane) to yield a white solid. 1H NMR (400 MHz, CDCl3): δ 8.63 (s, 1H), 8.45 (s, 2H), 7.57 (d, 2H, J=8.0 Hz), 7.29 (d, 2H, J=8.0 Hz), 3.98 (s, 6H), 2.42 (s, 3H).

Provenance & Evidence