1,4-Naphthoquinone → HCID 66647049, compound

Participants

Reaction Steps

A suspension of enaminone 12 (2.0 g, 8.43 mmol) and NQ-1 (1.33 g, 8.43 mmol) in acetic acid (20 ml) was stirred at room temperature for 5 h under an atmosphere of N2. The resulting precipitate was filtered, washed with water, and dried under high vacuum to afford compound 24 (1.5 g, 50%) as an off-white solid. TLC Rf=0.5 (petroleum ether-EtOAc, 5:5); 1H NMR (DMSO-d6) δ 8.72 (s, 1H), 8.28 (d, J=8.3 Hz, 1H), 8.22 (d, J=8.3 Hz, 1H), 7.70 (app t, 1H), 7.60-7.50 (band, 4H), 7.15 (d, J=8.3 Hz, 1H), 3.89 (s, 3H), 3.87 (s, 3H); MS (ES) m/z 349 (M+H)+.

Provenance & Evidence