反应详情

温度

-20 °C

N-Butyllithium (1.6M hexane solution 400 mL, 0.64 mol) was added to a solution of tert-butyl N-(3-pyridyl)carbamate (51.8 g, 0.27 mol) and tetramethylethylenediamine (96.6 mL, 0.64 ml) in diethyl ether (1.5 L) at −78° C., followed by stirring at −20° C. for 2.5 hr. After cooling to −78° C. again, a solution of iodine (94.8 g, 0.37 mol) in diethyl ether (200 mL) was added and stirred for one day while raising a temperature to room temperature. Water was added, extracted with diethyl ether, and the organic layer was washed with hypo-water and brine, dried over anhydrous magnesium sulfate and evaporated. The resulting crystals were washed with hexane, to give the title compound (53.0 g) as white crystals.

1. temperatureAfter cooling to −78° C. again
2. stirringstirred for one day
3. temperaturewhile raising a temperature to room temperature
4. extractionextracted with diethyl ether
5. washthe organic layer was washed with hypo-water and brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customevaporated
8. washThe resulting crystals were washed with hexane