反应 #607484
ord-16a0ee398f064e169779dcbf380e0c14
反应方程式
sodium bicarbonate
137c
di-tert-butyl 4,4-dimethyl-5-oxopyrrolidine-1,2-dicarboxylate
→
di-tert-butyl 5-hydroxy-4,4-dimethylpyrrolidine-1,2-dicarboxylate
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1workup.STIRRINGstirred for 30 min
- 2萃取extracted with DCM (1 L×3)
- 3洗涤The combined organic extracts were washed with brine (1 L×3)
- 4干燥dried over anhydrous sodium sulfate
- 5过滤filtered
- 6浓缩concentrated under reduced pressure
实验过程
Et3BHLi (134 mL, 134 mmol, 1M in THF) was added slowly to a mixture of 137c (35 g, 112 mmol) in THF (1 L) at −78° C. and stirred for 2 h. See FIG. 1. Saturated aqueous sodium bicarbonate solution (500 mL) was added, stirred for 30 min, then extracted with DCM (1 L×3). The combined organic extracts were washed with brine (1 L×3), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give di-tert-butyl 5-hydroxy-4,4-dimethylpyrrolidine-1,2-dicarboxylate 137d as a colorless oil (38 g, crude).