HRID1872308

反应详情

EQUATION

反应方程式

HRID 1872308 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

8.7 g (0.045 mol) of 4-(but-3-enyloxy)-benzoic acid were treated with 76 ml of thionyl chloride and 2 drops of DMF and boiled under reflux for 3.5 hours. The excess thionyl chloride was completely removed firstly in a water-jet vacuum and subsequently in a high vacuum. The residual acid chloride was taken up in 10 ml of dichloromethane and slowly added dropwise at 0° C. to a mixture of 7.59 g (0,042 mol) of methyl 3-(4-hydroxyphenyl)-acrylate (Example 1) and 6 ml of triethylamine in 40 ml of dichloromethane. The batch was stirred at room temperature overnight. The white precipitate in the reaction mixture was dissolved by the addition of dichloromethane. The organic phase was washed repeatedly with water, dried over Na2SO4 and evaporated to dryness. For purification, the residue was chromatographed on silica gel with dichloromethane and subsequently recrystallized from ethanol. 12.65 g of 4-[(E)-2-methoxycarbonyl-vinyl]-phenyl 4-(but-3-enyloxy)-benzoate were isolated as a white powder; phase succession (° C.): C 103 N138 l

WORKUP

后处理

  1. temperatureunder reflux for 3.5 hours
  2. customThe excess thionyl chloride was completely removed firstly in a water-jet vacuum and subsequently in a high vacuum
  3. washThe organic phase was washed repeatedly with water
  4. dry with materialdried over Na2SO4
  5. customevaporated to dryness
  6. customFor purification
  7. customthe residue was chromatographed on silica gel with dichloromethane
  8. customsubsequently recrystallized from ethanol