反应详情

温度

-20 °C

To a cooled (-78° C.) solution of N-BOC aniline (5 g1 25.87 mmol) in THF (111.1 mL) was added tert-butyl lithium (38.9 mL, 66.7 mmol) and the mixture was stirred under an argon atmosphere for E5 min. It was then allowed to warm up to -20° C. and stirred at that temperature for 2 h. Trimethylborate was added (11.94 mL, 105.6 mmol) and the mixture was stirred until it warmed up to room temperature. Then, it was cooled to 0° C. and aqueous 10% HCl was added to pH=6.5. The layers were separated and the aqueous phase was extracted with CH2Cl2. The combined organic extracts were washed with brine, dried and concentrated to a crude product, which was washed with a mixture of EtOAc-hexane (5:95) to give the title compound as a yellow solid (53%).

1. stirringthe mixture was stirred until it
2. temperaturewarmed up to room temperature
3. temperatureThen, it was cooled to 0° C.
4. customThe layers were separated
5. extractionthe aqueous phase was extracted with CH2Cl2
6. washThe combined organic extracts were washed with brine
7. customdried
8. concentrationconcentrated to a crude product, which
9. washwas washed with a mixture of EtOAc-hexane (5:95)