HRID858257

反应详情

EQUATION

反应方程式

HRID 858257 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

PROCEDURE

实验过程

7-Bromo-5-methoxy-2-(4-methoxyphenyl)-1,3-benzoxazole (300 mg, 0.90 mmol) and dichlorobis(tri-o-tolylphosphine)palladium(II) (71 mg, 0.09 mmol) were dissolved in p-xylene (3 mL) and stirred for 10 min at room temperature under a nitrogen atmosphere. 2-(Tributylstannyl)furan (449 mg, 1.26 mmol) was added and the mixture was refluxed for 4 hours. The mixture was cooled to room temperature, diluted with a saturated solution of ammonium chloride and extracted with EtOAc. The organic extracts were washed with water, then brine and dried over MgSO4 and concentrated. Purification by flash chromatography (20%–30% EtOAc/petroleum ether) gave the title compound as a white solid (99% yield, m.p. 120–121° C.); MS m/e 322 (M+H)+.

WORKUP

后处理

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperatureThe mixture was cooled to room temperature
  3. extractionextracted with EtOAc
  4. washThe organic extracts were washed with water
  5. dry with materialbrine and dried over MgSO4
  6. concentrationconcentrated
  7. customPurification by flash chromatography (20%–30% EtOAc/petroleum ether)