Hexane → HCID 11567840, compound

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Reaction Steps

The objective compound was prepared by the same procedure for the example 13, using a 3-(4-benzyloxy-3-bromo-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione (0.10 g, 0.20 mmol) and BBr3 (0.59 mL, 1.0 M dichloromethane solution). After normal workup, the pure objective compound (65 mg, 78%) was obtained as white solid by a flash column chromatography (n-hexane:EtOAc=2:1): 1H NMR (200 MHz, CDCl3) δ 1.70 (s, 3H, CH3), 5.51 (br s, 1H, OH), 6.76 (d, J=1.6 Hz, 1H, ArH), 6.94 (d, J=8.6 Hz, 1H, ArH), 7.02 (d, J=2 Hz, 1H, ArH), 7.28 (dd, J=8.6, 2.4 Hz, 1H, ArH); m.p. 228-229° C.; MS(EI) m/e 413 [M+], 381, 336, 299, 226; HRMS m/e cacld. for C16H10NO3Br1Cl2 412.9221, found 412.9195.

Provenance & Evidence