4-Chloro-3,5-dinitrobenzotrifluoride → 2,6-Dinitro-1-(2-phenylchroman-6-yloxy)-4-trifluoromethylbenzene

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Reaction Steps

2,6-Dinitro-1-(2-phenylchroman-6-yloxy)-4-trifluoromethylbenzene was prepared as described for 2-nitro-1-(2-phenylchroman-6-yloxy)-benzene in Example 29(a) except that 6-hydroxyflavane (0.453 g) was used in 10 ml of dry DMSO under nitrogen. Also KI (0.498 g) and KOH (0.224 g) and 4-chloro-3,5-dinitro benzotrifluoride (0.541 mg) were added in similar manner. 1H-NMR (400 MHz; d6-DMSO): δ 8.87 (s, 2H), 7.46-7.29 (m, 5H), 6.89-6.75 (m, 4H), 5.09 (dd, 1H, J=10.3 Hz, J=2.1 Hz), 2.98-2.85 (m, 1H), 2.75-2.62 (m, 1H), 2.19-2.08 (m, 1H), 2.03-1.88 (m, 1H).

Provenance & Evidence