反应详情

A slurry containing 2-amino-3-nitrophenol (32.0 g, 0.208 mol), 1,2-dichloroethane (260.0 g, 2.65 mol), potassium carbonate (35.0 g, 0.252 mol) and 2-butanone (750 mL) was refluxed for 24 hr. The mixture was cooled, filtered and the solids were washed with ethyl acetate. The filtrate was concentrated to an oily residue that was dissolved in ethyl acetate (500 mL). The organic layer was washed with 1 N sodium hydroxide (250 mL), water (500 mL), and brine (2×500 mL), dried over anhydrous magnesium sulfate. Concentration of the filtered solution and trtuation of the residue with hexane afforded 37.8 g (84.6%) of product as an orange solid, mp 71-73° C.; MS (+)PBEI m/e 216/218 (M+).

1. temperaturewas refluxed for 24 hr
2. temperatureThe mixture was cooled
3. filtrationfiltered
4. washthe solids were washed with ethyl acetate
5. concentrationThe filtrate was concentrated to an oily residue that
6. dissolutionwas dissolved in ethyl acetate (500 mL)
7. washThe organic layer was washed with 1 N sodium hydroxide (250 mL), water (500 mL), and brine (2×500 mL)
8. dry with materialdried over anhydrous magnesium sulfate