HRID1750913

反应详情

EQUATION

反应方程式

HRID 1750913 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

1-(2,4-diisopropyldibenzo[b,d]furan-1-yl)-2-phenyl-4,5-dihydro-1H-imidazole (4.7 g, 12 mmol) was dissolved in 100 mL acetonitrile. To the stirred solution fine mixture of KMnO4 (3.8 g, 24 mmol) and 4 g montmorillonite K10 clay was added in small portions and the reaction mixture was stirred for 2 h. At the end, reaction was quenched with MeOH and filtered thru a Celite pad. Crude product was purified by flash chromatography over silica gel with 80% DCM/Hexane to 80% DCM/ethylacetate. 3 g light yellow color oil was isolated. This oil was further purified by reverse phase chromatography. Target compound (1.3 g, 28% yield) was isolated as white solid.

WORKUP

后处理

  1. additionwas added in small portions
  2. customAt the end, reaction
  3. customwas quenched with MeOH
  4. filtrationfiltered
  5. customCrude product was purified by flash chromatography over silica gel with 80% DCM/Hexane to 80% DCM/ethylacetate
  6. custom3 g light yellow color oil was isolated
  7. customThis oil was further purified by reverse phase chromatography