HRID237749

反应详情

EQUATION

反应方程式

HRID 237749 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
85 °C

PROCEDURE

实验过程

A mixture of 5 g (28.4 mmol) of 1-phenyl-1-cyclohexanol, 5.35 g (56.8 mmol) of phenol and 250 mg (1.32 mmol) of toluenesulfonic acid monohydrate was stirred at 85° C. under nitrogen atmosphere for 4 hours. The material was allowed to cool to room temperature, diluted with ethyl acetate, washed with saturated sodium bicarbonate, water and brine. The resulting solution was dried (Na2SO4), filtered and concentrated to a white solid which was heated under high vacuum to remove residual phenol. The resulting residue was purified by flash chromatography on silica gel, eluting with methanol/dichloromethane to provide 5.64 g (22.4 mmol) of 4-(1′-(phenyl)cyclohexyl)phenol.

WORKUP

后处理

  1. temperatureto cool to room temperature
  2. washwashed with saturated sodium bicarbonate, water and brine
  3. dry with materialThe resulting solution was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated to a white solid which
  6. temperaturewas heated under high vacuum
  7. customto remove residual phenol
  8. customThe resulting residue was purified by flash chromatography on silica gel
  9. washeluting with methanol/dichloromethane