HRID1037521

反应详情

EQUATION

反应方程式

HRID 1037521 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

4

PROCEDURE

实验过程

To a stirred solution of compound (iii) (3 g, 10.9 mmol) in toluene (75 mL) was added a solution of sodium carbonate (2.29 g, 21.8 mmol) in water (15 mL) and the mixture was purged with nitrogen for 10 min. Cyclopropyl boronic acid (1.4 g, 16.4 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.25 g, 0.22 mmol) were added and the reaction mixture was heated at reflux for 6 h (monitored by TLC). The reaction was then cooled to RT and diluted with EtOAc. The aqueous and organic layers were separated. Concentration of the solvent gave the crude product which was purified by column chromatography to give 5-cyclopropyl-2,4-dinitrobenzaldehyde (iv) (2 g, 78%).

WORKUP

后处理

  1. customthe mixture was purged with nitrogen for 10 min
  2. temperaturethe reaction mixture was heated
  3. temperatureat reflux for 6 h (monitored by TLC)
  4. customThe aqueous and organic layers were separated
  5. customConcentration of the solvent gave the crude product which
  6. customwas purified by column chromatography