反应详情

温度

95 °C

Into a 2000-mL 3-necked round-bottom flask was placed methyl 3-bromopropiolate (120 g, 736.33 mmol, 1.00 equiv) and tert-butyl 1H-pyrrole-1-carboxylate (615.61 g, 3.68 mol, 5.00 equiv). The resulting solution was stirred for 30 hr at 95° C. in an oil bath. The reaction mixture was cooled and distilled under reduced pressure (20 mm Hg). The fraction collected at 55° C. was purified by silica gel chromatography (ethyl acetate/petroleum ether, 1:20) to afford 7-tert-butyl 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate as a yellow liquid.

1. customInto a 2000-mL 3-necked round-bottom flask was placed
2. temperatureThe reaction mixture was cooled
3. distillationdistilled under reduced pressure (20 mm Hg)
4. customThe fraction collected at 55° C.
5. customwas purified by silica gel chromatography (ethyl acetate/petroleum ether, 1:20)