HRID1921893

反应详情

EQUATION

反应方程式

HRID 1921893 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
-10 °C

PROCEDURE

实验过程

4879 mg (10 mmol) of 4-(4-cyanophenyl)-2-(3,5-difluoro-4-triisopropylsilanyloxybenzyl)butanoic acid are dissolved in 244 ml of THF and cooled to −10° C. under argon. Then 20.01 ml (20.01 mmol) of a 1 M borane-THF complex solution are added dropwise, and the mixture is stirred at 0° C. until reaction is complete. The mixture is hydrolyzed with saturated ammonium chloride solution and extracted with diethyl ether, and the combined organic phases are concentrated. The resulting crude product is purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 9:1→4:1→2:1→1:1). 2705 mg (57% of theory) of the title compound are obtained.

WORKUP

后处理

  1. additionThen 20.01 ml (20.01 mmol) of a 1 M borane-THF complex solution are added dropwise
  2. extractionextracted with diethyl ether
  3. concentrationthe combined organic phases are concentrated
  4. customThe resulting crude product is purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 9:1→4:1→2:1→1:1)