HRID1750045

反应详情

EQUATION

反应方程式

HRID 1750045 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a suspension of 308 mg (1.62 mmol, 25 mol %) of copper (I) iodide in 30 mL of THF was added dropwise vinylmagnesium bromide as a 1 M solution in THF at −50° C. After stirring for 10 min, a solution of 1.5 g (6.49 mmol) of 3,5-dimethoxybenzyl bromide in 8 mL of THF was added, and the resulting solution was stirred at −30° C. for 1 h and then was warmed to room temperature. The reaction mixture was quenched by the slow addition of 20 mL of water. After stirring for 5 min, the layers were separated and the aqueous layer was extracted twice with 20-mL portions of ethyl acetate. The combined organic fractions were dried (Na2SO4), filtered through a plug of silica gel (eluted with ethyl acetate) and concentrated in vacuo to afford 1.2 g (100%) of product as a yellow oil.

WORKUP

后处理

  1. stirringthe resulting solution was stirred at −30° C. for 1 h
  2. customThe reaction mixture was quenched by the slow addition of 20 mL of water
  3. stirringAfter stirring for 5 min
  4. customthe layers were separated
  5. extractionthe aqueous layer was extracted twice with 20-mL portions of ethyl acetate
  6. dry with materialThe combined organic fractions were dried (Na2SO4)
  7. filtrationfiltered through a plug of silica gel (eluted with ethyl acetate)
  8. concentrationconcentrated in vacuo