反应详情

温度

-78 °C

(6-Bromo-chroman-4-yl)-carbamic acid tert-butyl ester (Step D) (3.859 g, 11.76 mmol) was dissolved in THF (50 mL) and cooled to −78° C. n-Butyllithium (2.5 M) (11.76 mL, 29.40 mmol) was added drop-wise to the stirred solution. The reaction mixture was stirred at −78° C. for 30 min and DMF (4.55 mL, 58.8 mmol) was added drop-wise and the system was slowly warmed to RT overnight. The reaction was quenched with saturated aqueous NH4Cl solution and extracted with EtOAc. The combined organics were dried with MgSO4 and concentrated in vacuo to afford the crude compound, which was purified by flash column chromatography to furnish the pure title compound.

1. additionwas added drop-wise to the stirred solution
2. temperaturethe system was slowly warmed to RT overnight
3. customThe reaction was quenched with saturated aqueous NH4Cl solution
4. extractionextracted with EtOAc
5. dry with materialThe combined organics were dried with MgSO4
6. concentrationconcentrated in vacuo
7. customto afford the crude compound, which
8. customwas purified by flash column chromatography