HCID 59829145, compound → HCID 59829207, compound

Participants

Reaction Steps

To a stirred solution of 1-(3,5-dibromo-4-(4-methoxybenzyloxy)phenyl)prop-2-en-1-ol (D) (2.45 g, 5.73 mmol) in chloroform (35 mL) under nitrogen was added manganese(IV) oxide (6.47 g, 74.4 mmol) and the mixture was stirred vigorously for 2 h. The mixture was filtered through glass fibre paper and the solid was washed with more chloroform (5×15 mL). The combined filtrates were evaporated and the residue was purified by flash chromatography (silica gel, 15% EtOAc/pet. ether) to afford 0.9804 g (40%) of the title compound as a white solid. 1H NMR δ (ppm) (CDCl3): 3.84 (3 H, s), 5.04 (2 H, s), 5.99 (1 H, dd, J=10.56, 1.51 Hz), 6.47 (1 H, dd, J=17.06, 1.52 Hz), 6.91-6.97 (2 H, m), 7.07 (1 H, dd, J=17.06, 10.57 Hz), 7.52 (2 H, d, J=8.41 Hz), 8.12 (2 H, s).

Provenance & Evidence