反应详情

温度

-78 °C

A solution of 2-tert-butoxycarbonylamino-4-methylpyridine (20 g, 97 mmol) in anhydrous tetrahydrofuran (300 mL) was cooled to −78° C. and 1.6 M n-butyllithium/hexane solution (140 mL, 0.23 mol) was added dropwise with stirring. After completion of the dropwise addition, the mixture was stirred at room temperature for 30 min and cooled to −78° C. A solution of N-(4-methoxybenzoyl)propyleneimine (25 g, 0.13 mol) in anhydrous tetrahydrofuran (50 mL) was added dropwise. After completion of the dropwise addition, the mixture was stirred at room temperature for 2 h. To the reaction mixture were added water (100 mL) and isopropyl ether (300 mL), and the obtained crude crystals were collected by filtration. The crude crystals were recrystallized from tetrahydrofuran-hexane to give the title compound (23 g, yield 69%).

1. additionAfter completion of the dropwise addition
2. stirringthe mixture was stirred at room temperature for 30 min
3. additionAfter completion of the dropwise addition
4. stirringthe mixture was stirred at room temperature for 2 h
5. customthe obtained crude crystals
6. filtrationwere collected by filtration
7. customThe crude crystals were recrystallized from tetrahydrofuran-hexane