反应详情

A mixture of 2-amino-6-nitrobenzoic acid (11.9 g, 65.3 mmol), methyl p-toluenesulfonate (15.1 g, 81.1 mmol) and triethylamine (6.60 g, 65.3 mmol) in DMF (170 ml) was stirred under N2 at 60° for 18 hours. After removing DMF at 60° and 0.2 mm pressure, the residue was dissolved in ETOAc and washed with a saturated solution of NaHCO3 followed by a saturated aqueous solution of NaCl. The EtOAc extract was dried (Na2SO4), filtered and concentrated under reduced pressure. Flash chromatography over silica gel and elution with 50% toluene-50% CHCl3 gave methyl 2-amino-6-nitrobenzoate (7.6 g, 59.4%), m.p. 105-107°.

1. customAfter removing DMF at 60°
2. dissolution0.2 mm pressure, the residue was dissolved in ETOAc
3. washwashed with a saturated solution of NaHCO3
4. extractionThe EtOAc extract
5. dry with materialwas dried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. washFlash chromatography over silica gel and elution with 50% toluene-50% CHCl3