HRID899519

反应详情

EQUATION

反应方程式

HRID 899519 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
50 °C

PROCEDURE

实验过程

A mixture of 5-(4-iodo-phenoxymethyl)-furan-2-carboxylic acid methyl ester (Intermediate 6; 100 mg, 0.28 mmol), 4-methyl-phenyl-boronic acid (42 mg, 0.31 mmol), sodium hydroxide (45 mg, 1.13 mmol), palladium(II) acetate (2 mg, 0.01 mmol) and water (10 mL) was heated at ˜50° C. overnight. The mixture was filtered and the residue was washed with water, ethyl acetate, methylene chloride, and methanol. The aqueous layer was acidified and extracted three times with ethyl acetate. The combined organic layers were washed with water and saturated brine, dried (magnesium sulfate), filtered, and evaporated to give 5-(4′-methyl-biphenyl-4-yloxymethyl)-furan-2-carboxylic acid (80 mg, 84%) as a white solid.

WORKUP

后处理

  1. filtrationThe mixture was filtered
  2. washthe residue was washed with water, ethyl acetate, methylene chloride, and methanol
  3. extractionextracted three times with ethyl acetate
  4. washThe combined organic layers were washed with water and saturated brine
  5. dry with materialdried (magnesium sulfate)
  6. filtrationfiltered
  7. customevaporated