HRID30619

反应详情

EQUATION

反应方程式

HRID 30619 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

5

PROCEDURE

实验过程

A solution of 3,5-dihydroxybenzaldehyde (14.4 mmol) and pyridine (114 mmol) in methylene chloride (20 ml) was slowly added trifluoromethanesulfonic anhydride (36.2 mmol) keeping the temperature below 5° C. After 10 min the mixture was washed with water and the organic phase was concentrated under reduced pressure. The crude brown crystals (6.4 g—product and pyridine −1:1), phenylboronic acid (13.2 mmol), sodium carbonate (39.6 mmol) and dichlorobis(triphenylphosphine)-palladium (II). (3 mol %) was dissolved in DME (40 ml) and water (20 ml). The mixture was refluxed for 17 h under Argon, cooled to room temperature and extracted with ethyl acetate. Purification by chromatography yielded 5-Hydroxy-biphenyl-3-carbaldehyde

WORKUP

后处理

  1. customthe temperature below 5° C
  2. washAfter 10 min the mixture was washed with water
  3. concentrationthe organic phase was concentrated under reduced pressure
  4. temperatureThe mixture was refluxed for 17 h under Argon
  5. extractionextracted with ethyl acetate
  6. customPurification by chromatography