HRID254925

反应详情

EQUATION

反应方程式

HRID 254925 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To a tetrahydrofuran (300 ml) solution of (4S)-4-benzyl-1,3-oxazolidin-2-one (26.58 g), 1.58 M of n-butyl lithium (tetrahydrofuran solution; 100 ml) was added under argon atmosphere at −78° C., and the mixture was stirred at the same temperature for 40 minutes. To the mixture, a tetrahydrofuran (100 ml) solution of 5-phenylpentanoyl chloride (32.4 g) was added, followed by stirring at −78° C. for 5 minutes. An aqueous ammonium chloride solution was added to the reaction mixture, followed by extraction with ethyl acetate. The extract was washed with a saturated aqueous sodium hydrogen carbonate solution and brine successively, dried over anhydrous sodium sulfate and concentrated to give the title compound (55.29 g) having the following physical properties.

WORKUP

后处理

  1. stirringby stirring at −78° C. for 5 minutes
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe extract was washed with a saturated aqueous sodium hydrogen carbonate solution and brine successively
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated