Bromomethyl 4-methoxyphenyl ketone → 3-(4-Hydroxyphenyl)-1-benzofuran-4,6-diol

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Reaction Steps

This compound was prepared using Method B from 3,5-dimethoxyphenol and 2-bromo-1-(4-methoxyphenyl)ethanone: Yield 38% following procedures B.2, B.3 and B.5; m.p. 220° C. (dec.); IR 3460, 3373, 2914, 1635, 1518, 1229, 1133, 1055 cm−1; 1H-NMR (500 MHz, δ ppm, DMSO-d6) 9.75 (s, 1H), 9.36 (s, 1H), 9.33 (s, 1H), 7.62 (s, 1H), 7.46 (d, J=8.5 Hz, 2H), 6.75 (d, J=8.5 Hz, 2H), 6.37 (d, J=1.7 Hz, 1H), 6.21 (d, J=1.6 Hz, 1H); 13C-NMR (126 MHz, δ ppm, CD3OD) 160.2, 157.7, 157.5, 153.6, 139.7, 131.4, 125.4, 124.1, 115.9, 109.6, 99.0, 90.9.

Provenance & Evidence