HRID24413

反应详情

EQUATION

反应方程式

HRID 24413 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

PROCEDURE

实验过程

Tetrakis(triphenylphosphine)palladium(0) (0.36 g) was added to a solution of 4,5-dimethoxy-2-bromobenzaldehyde (2.5 g) in toluene (20 ml) and ethanol (20 ml), followed by addition of 2M aqueous sodium carbonate (20 ml). To this mixture was added 3-methoxyphenylboronic acid (1.7 g), and the mixture was heated to reflux. After 1 hour, the reaction was partitioned between water (150 ml) and ethyl acetate (300 ml). The organic layer was washed with saturated aqueous sodium bicarbonate (150 ml) and brine (150 ml), dried over magnesium sulfate and concentrated. Chromatography (silica, 20-30-40% ethyl acetate/hexanes) afforded 2.7 g (98%) of 2-(3-methoxyphenyl)-4,5-dimethoxybenzaldehyde as a yellow oil which solidified upon standing.

WORKUP

后处理

  1. temperaturethe mixture was heated to reflux
  2. customthe reaction was partitioned between water (150 ml) and ethyl acetate (300 ml)
  3. washThe organic layer was washed with saturated aqueous sodium bicarbonate (150 ml) and brine (150 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated