反应详情

A solution of m-nitro-α-bromotoluene (3.2 g) in dimethylformamide (50 ml) was added dropwise to a solution of dimethylamine hydrochloride (1.45 g) and triethylamine (4.36 ml) in dimethylformamide (50 ml). The reaction mixture was stirred at room temperature for 1 h and then its temperature was raised to 50° C., at which it was stirred for 3 h. The reaction mixture was distilled under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=2:1) to give 2.56 g of the titled compound (yield, 96%).

1. temperatureits temperature was raised to 50° C., at which it
2. stirringwas stirred for 3 h
3. distillationThe reaction mixture was distilled under reduced pressure, water
4. additionwas added to the residue
5. extractionthe mixture was extracted with ethyl acetate
6. washThe organic layer was washed with a saturated aqueous sodium chloride solution
7. dry with materialdried with anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure
9. customThe resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=2:1)