Ammonium Chloride → 3-(4-Bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamide

Beteiligte Stoffe

Reaktionsschritte

To a solution of 3-(4-bromo-phenyl)-3-o-tolyl-propionic acid (3.7 g) in DMF (45 mL) was added TBTU (5.2 g) and Et3N (4.8 mL) at 0° C. The reaction mixture was stirred at rt for 10 min and again cooled down to 0° C. N,O-dimethylhydroxylamine hydrochloride (1.36 g) was added and the mixture was stirred at rt for 1.5 hour. A saturated solution of NH4Cl was added, the phases were separated and the inorganic one was extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel (EtOAc/n-heptane 1:2) to yield the title compound as a colorless oil (4.1 g, 97%), MS (ESI+): m/z=362.0750 ([M+H]+, 1Br).

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