反应详情

A mixture of methyl 3,3-dimethoxy-2-methylpropionate (10 g, 46 mmol. Commercially available or can be prepared according to Org. Biomol. Chem. 2006, 4, 2945), 2-bromo-5-nitrophenylamine (12 g, 74 mmol) and p-TsOH (50 mg, 0.29 mmol) in benzene (200 mL) was stirred at reflux for 24 h. The reaction mixture was allowed to cool to room temperature. The reaction mixture was concentrated under reduced pressure. The residue was recrystallized from DCM to afford the desired product (9.8 g, yield: 67.5%) as a solid. 1H NMR (DMSO-d6, 400 MHz): δ=1.86 (s, 3H), 3.29 (s, 3H), 7.64 (dd, J=2.4, 8.4 Hz, 1H), 7.87 (s, 1H), 7.88 (d, J=8.4 Hz, 1H), 8.24 (d, J=2.4 Hz, 1H).

1. customCommercially available or can be prepared
2. temperatureat reflux for 24 h
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. customThe residue was recrystallized from DCM