反应详情

To a solution of 3-(2,6-Dichloro-4-nitro-phenoxy)-6-methyl-quinoline (93) (1.30 g, 3.71 mmol) and NH4Cl (992 mg, 18.55 mmol) in EtOH/THF/H2O=12 mL/2 mL/3 mL, was added iron powder (1.04 g, 18.55 mmol). The mixture was refluxed for 4 h. Insoluble materials were removed by Celite filtration. The filtrate was concentrated and sat NaHCO3 was added to the residue, which was then extracted twice with AcOEt. Organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated to afford compound 100 (1.18 g, 98%). 1H NMR (300 MHz, DMSO-d6) δ 2.44 (3H, s), 5.75 (2H, br s), 6.77 (2H, s), 7.27 (1H, d, J=2.8 Hz), 7.48 (1H, d, J=8.6 Hz), 7.67 (1H, s), 7.89 (1H, d, J=8.6 Hz), 8.74 (1H, d, J=2.8 Hz).

1. temperatureThe mixture was refluxed for 4 h
2. customInsoluble materials were removed by Celite filtration
3. concentrationThe filtrate was concentrated
4. additionwas added to the residue, which
5. extractionwas then extracted twice with AcOEt
6. washOrganic layer was washed with brine
7. dry with materialdried over anhydrous MgSO4
8. concentrationconcentrated