HCID 4306769, compound → HCID 25130138, compound

Participants

Reaction Steps

To a solution of 5z (0.15 g, 0.5 mmol) in HBr/HOAc (33% wt HBr in HOAc; 2.5 mL) was added pyridinium tribromide (0.18 g, 0.55 mmol). The reaction mixture was stirred at room temperature for 24 h and poured onto ice-water. The precipitated product was collected by filtration, washed with cold water, and dried to afford 6z (0.19 g, 99%). Rf=0.714 in Hexane:EtOAc:1:1. 1H NMR (600 MHz, DMSO-d6): δ 8.38 (d, J=2.4 Hz, 1H), 7.07-7.12 (m, 2H), 4.58 (s, 2H), 3.86 (s, 3H), 2.57 (s, 3H). 13C NMR (150 MHz, DMSO-d6): δ 183.1, 166.1, 158.1, 147.8, 129.8, 124.1, 123.1, 119.6, 119.4, 112.7, 56.2, 36.0, 18.7. MS m/z (ESI) 376.92 (M+H)+.

Provenance & Evidence