HRID456204

反应详情

EQUATION

反应方程式

HRID 456204 的结构方程式

CONDITIONS

反应条件

温度
-78 °C

PROCEDURE

实验过程

To (4S,5R)-(−)-4-methyl-5-phenyl-2-oxazolidinone (0.386 g, 2.13 mmol) in THY (7 mL) at −78° C. under N2 was added n-butyllithium (2.5M in hexanes; 0.94 mL, 2.35 mmol), and the mixture was stirred at −78° C. for 30 minutes. 2-Bromo-5-(trifluoromethyl)benzyl bromide (0.678 g, 2.13 mmol) was added, and the reaction was warmed to room temperature and stirred overnight. Once no starting material was seen by analytical LCMS, the mixture was transferred to a separatory funnel and partitioned between EtOAc and H2O. The organic layer was separated and washed with brine, dried over MgSO4, filtered, and concentrated to give the title compound.

WORKUP

后处理

  1. temperaturethe reaction was warmed to room temperature
  2. stirringstirred overnight
  3. customthe mixture was transferred to a separatory funnel
  4. custompartitioned between EtOAc and H2O
  5. customThe organic layer was separated
  6. washwashed with brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated