HRID1528742

反应详情

EQUATION

反应方程式

HRID 1528742 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a solution of (3-phenylpropyl)triphenylphosphonium bromide (0.956 g, 2.07 mmol) in THF (5 mL) at −78° C. was slowly added n-butyllithium (2.5 M in hexanes, 0.83 mL, 2.07 mmol) and the mixture was stirred for 15 minutes. 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde (0.500 g, 1.88 mmol) in THF (3 mL) was added, and the reaction was warmed to 0° C. and stirred for 1 hour. The solution was diluted with 1 N aqueous HCl and extracted twice with EtOAc. The combined organic layers were dried over Na2SO4, decanted, and concentrated. The residue was purified by silica gel chromatography (0-20% EtOAc in hexanes) to give the title compound.

WORKUP

后处理

  1. customat −78° C.
  2. stirringstirred for 1 hour
  3. extractionextracted twice with EtOAc
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. customdecanted
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography (0-20% EtOAc in hexanes)