HRID1443327

反应详情

EQUATION

反应方程式

HRID 1443327 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

In a 4-liter SVL reactor equipped with a magnetic stirrer, a thermometer and a dropping funnel, introduce under nitrogen 198.7 g (0.867 mol) of methyl 4-bromo-3-methylbenzoate in solution in 1 liter of tetrahydrofuran. Cool the mixture to −5° C. with the aid of a bath of ice and sodium chloride. Add 636 cm3 of a 3M solution of ethylmagnesium bromide in diethyl ether, then allow the reaction temperature to increase to ambient temperature. After four hours of reaction, hydrolyze the reaction mixture with 2 liters of a 1 N hydrochloric acid solution. After decanting and separation, extract the aqueous phase with 0.5 liter of ethyl acetate. Wash the combined organic phases with 0.4 liter of water (3×). After drying over sodium sulfate, the product obtained after evaporation of the solvents is purified by chromatography on silica gel (heptane/ethyl acetate=95/5). This gives 150.2 g of 3-(4-bromo-3-methylphenyl)pentan-3-ol in the form of a colorless oil (Yield=67%)

WORKUP

后处理

  1. customIn a 4-liter SVL reactor equipped with a magnetic stirrer
  2. customAfter four hours of reaction
  3. customAfter decanting
  4. customseparation
  5. extractionextract the aqueous phase with 0.5 liter of ethyl acetate
  6. washWash the combined organic phases with 0.4 liter of water (3×)
  7. dry with materialAfter drying over sodium sulfate
  8. customthe product obtained
  9. customafter evaporation of the solvents
  10. customis purified by chromatography on silica gel (heptane/ethyl acetate=95/5)