反应详情

温度

-78 °C

To a solution of tert-butyl 4-bromonaphthalen-1-ylcarbamate (29) (3.00 g, 9.31 mmol) in THF (100 mL) at −78° C. under nitrogen was added n-BuLi (1.6M in hexane, 20.4 mL, 32.6 mmol) and the reaction mixture was stirred at −78° C. for 1 hr. Neat DMF (4.50 mL, 58.1 mmol) was added and the reaction mixture was stirred at −78° C. for 1 hr, then warmed to RT and stirred for a further 1 hr. Water (5 mL) was added and the mixture was partitioned between ethyl acetate (100 mL) and water (100 mL). The organic phase was washed with brine, dried (MgSO4) and evaporated in vacuo. The residue was triturated with isohexane to afford the title compound (30) as a beige solid (2.20 g, 87%): m/z 272 (M+H)+ (ES)+.

1. stirringthe reaction mixture was stirred at −78° C. for 1 hr
2. temperaturewarmed to RT
3. stirringstirred for a further 1 hr
4. customthe mixture was partitioned between ethyl acetate (100 mL) and water (100 mL)
5. washThe organic phase was washed with brine
6. dry with materialdried (MgSO4)
7. customevaporated in vacuo
8. customThe residue was triturated with isohexane