反应详情

温度

-78 °C

(S)-4-Benzyl-2-oxazolidinone (15.1 g, 85.0 mmol) was dissolved in THF (200 mL, 2.5 mol), cooled at −78° C. under nitrogen, and stirred for 10 minutes. 1.6 M of n-butyllithium in hexane (53.1 mL) was added dropwise and stirred for 15 minutes. 4-Methylpentanoyl chloride (12.6 g, 93.5 mmol) was added dropwise, stirred for 30 minutes at −78° C., then warmed to 0° C. for 2 hours. 150 mL of saturated NaHCO3 was added and the mixture was warmed to room temperature for 30 minutes. The mixture was extracted with DCM, washed with Na2CO3 (5%) and saturated aqueous NaCl, dried over MgSO4, filtered and concentrated. Excess oxazolidinone was removed using hexanes to provide intermediate (2a) (14.5 g).

1. stirringstirred for 15 minutes
2. stirringstirred for 30 minutes at −78° C.
3. temperaturewarmed to 0° C. for 2 hours
4. temperaturethe mixture was warmed to room temperature for 30 minutes
5. extractionThe mixture was extracted with DCM
6. washwashed with Na2CO3 (5%) and saturated aqueous NaCl
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customExcess oxazolidinone was removed