2-(3-Bromophenyl)chroman-4,6-diol → 2-(3-Bromophenyl)-6-(5-nitropyridin-2-yloxy)chroman-4ol

Participants

Reaction Steps

2-(3-Bromophenyl)-6-(5-nitropyridin-2-yloxy)chroman-4ol was prepared as described for 5-nitro-2-(2-phenylchroman-6-yloxy)pyridine in Example 1(b) starting from 215 mg of 2-(3-bromophenyl)chroman-4,6-diol (Example 15(b)). The product was recrystallised from a mixture of 2-propanol and acetone. 1H NMR (300 MHz, d6-DMSO) δ: 9.04 (d, 1H, J 2.8 Hz), 8.61 (dd, 1H, J 9.1, 2.8 Hz), 7.69 (m, 1H), 7.58-7.50 (m, 2H), 7.40 (m, 1H), 7.25 (d, 1H, J 2.7 Hz), 7.22 (d, 1H, 9.1 Hz), 7.02 (dd, 1H, J 8.8, 2.7 Hz), 6.91 (d, 1H, J 8.8 Hz), 5.65 (d, 1H, J 6.4 Hz), 5.33 (d, 1H, J 10.8 Hz), 4.97 (m, 1H), 2.36 (m, 1H), 1.94 (m, 1H).

Provenance & Evidence