Hexane → 4,6-Dibromo-2-(2-phenyl-propionylamino)-benzoic acid methyl ester

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Reaction Steps

The objective compound was prepared by the same procedure for the intermediate 1, using a 2-phenyl-propionic acid (2.00 g, 13.3 mmol), SOCl2 (3.47 mL, 40.0 mmol), and 2-amino-4,6-dibromo-benzoic acid methyl ester (2.74 g, 8.88 mmol). After normal workup, the pure objective compound (3.60 g, 92%) was obtained as white solid by a flash column chromatography (n-hexane:EtOAc=20:1): 1H NMR (200 MHz, CDCl3) δ 1.60 (d, J=7.3 Hz, 3H, CH3), 3.65-3.75 (m, 4H, CO2CH3 & CH) 7.24-7.44 (m, 5H, ArH), 7.48 (d, J=2.0 Hz, 1H, ArH), 8.55 (d, J=2.0 Hz, 1H, ArH), 8.68 (br s, 1H, NH).

Provenance & Evidence