反应详情

A mixture of 4-(3-carboxyphenoxy)-1-nitrobenzene (3.72 g, 14.4 mmol), EDCI.HCl (3.63 g, 18.6 mmol), Ni-methylmorpholine (1.6 mL, 14.5 mmol) and methylamine (2.0 M in THF 8 mL, 16 mmol) in CH2Cl2 (45 mL) was stirred at room temp. for 3 d, then concentrated under reduced pressure. The residue was dissolved in EtOAc (50 mL) and the resulting mixture was extracted with a 1M HCl solution (50 mL). The aqueous layer was back-extracted with EtOAc (2×50 mL). The combined organic phases were washed with a saturated NaCl solution (50 mL), dried (Na2SO4), and concentrated under reduced pressure to give 4-(3-(N-methylcarbamoyl)phenoxy)-1-nitrobenzene as an oil (1.89 g).

1. concentrationconcentrated under reduced pressure
2. dissolutionThe residue was dissolved in EtOAc (50 mL)
3. extractionthe resulting mixture was extracted with a 1M HCl solution (50 mL)
4. extractionThe aqueous layer was back-extracted with EtOAc (2×50 mL)
5. washThe combined organic phases were washed with a saturated NaCl solution (50 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure