反应详情

In ethanol (10 mL) was placed the tert-butylhydrazine hydrochloride (1.35 g, 10.8 mmol) and ethyl 2-((dimethylamino)methylene)-3-oxobutanoate (2.00 g, 10.8 mmol). The mixture warmed to reflux and stirred for 2 hrs, then cooled to RT and stirred overnight. The mixture was evaporated at reduced pressure to give an oil which was dissolved in ether (25 mL) and washed successively with water (25 mL), saturated sodium bicarbonate (25 mL) and brine (25 mL), dried (Na2SO4), evaporated at reduced pressure and purified by chromatography (S1-25 column, ethyl acetate/hexanes) to give ethyl 1-tert-butyl-5-methyl-1H-pyrazole-4-carboxylate (1.48 g, 65% yield) as an oil. MS (ESI) m/z: 211.0 (M+H+).

1. temperatureThe mixture warmed
2. temperatureto reflux
3. stirringstirred overnight
4. customThe mixture was evaporated at reduced pressure
5. customto give an oil which
6. washwashed successively with water (25 mL), saturated sodium bicarbonate (25 mL) and brine (25 mL)
7. dry with materialdried (Na2SO4)
8. customevaporated at reduced pressure
9. custompurified by chromatography (S1-25 column, ethyl acetate/hexanes)