HRID479192

反应详情

EQUATION

反应方程式

HRID 479192 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

A mixture of 2-hydroxy-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzaldehyde (54 mg, 0.167 mmol), 4-methoxy-benzylchloride (58 mg, 0.368 mmol), KOH (56 mg, 1 mmol) and tetrabutylammonium-hydrogensulfate (50 mg) in 6 ml toluene and 5 ml water was heated at 80° C. during 6 hours. The reaction mixture was then cooled to 0° C., washed with water/ice and brine, the aqueous layer extracted with AcOEt, the combined organic layers dried over Na2SO4 and evaporated. The crude product was purified by chromatography (SiO2; AcOEt/heptane) and the product was crystallized from heptane to yield 25 mg (34%) as a white solid.

WORKUP

后处理

  1. temperatureThe reaction mixture was then cooled to 0° C.
  2. washwashed with water/ice and brine
  3. extractionthe aqueous layer extracted with AcOEt
  4. dry with materialthe combined organic layers dried over Na2SO4
  5. customevaporated
  6. customThe crude product was purified by chromatography (SiO2; AcOEt/heptane)
  7. customthe product was crystallized from heptane
  8. customto yield 25 mg (34%) as a white solid