HRID1590693

反应详情

EQUATION

反应方程式

HRID 1590693 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

In a reaction flask with mechanical stirring and reflux condenser, 263 g of 2-(3-benzoylphenyl)propionic acid (VI with R1 =CH3 and R2 =H) were suspended in 1L of dry benzene. Then 154 g of thionyl chloride were added and the mixture was heated under reflux for 5 hours. After cooling at room temperature, benzene and unreacted thionyl chloride were eliminated under vacuum. To the resulting residue (corresponding to the acid chloride) 400 mL of absolute methanol were added with care. The resulting solution was heated under reflux for 5 hours. After cooling at room temperature, the solvent was eliminated under vacuum and the residue was dissolved in 250 mL methylene chloride. The solution was washed and neutralized by treating it three times with 200 mL of a 5% solution of sodium hydrogencarbonate and then with water. After being dried, the solvent was evaporated under vacuum and 256 g of an oily residue was obtained (92% yield), used without further purification in the reaction of the following example. After 24 hours of drying, a white solid of m.p. 50-2° C. was obtained. After recrystalization from cyclohexane, experimental m.p. was 51-2° C. and the solid was identified as the title compound. By following analogous procedures, compounds Vc of Table 1 were prepared.

WORKUP

后处理

  1. temperaturereflux condenser
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 5 hours
  4. temperatureThe resulting solution was heated
  5. temperatureunder reflux for 5 hours
  6. temperatureAfter cooling at room temperature
  7. washThe solution was washed
  8. additionby treating it three times with 200 mL of a 5% solution of sodium hydrogencarbonate
  9. customAfter being dried
  10. customthe solvent was evaporated under vacuum