HRID1181605

反应详情

EQUATION

反应方程式

HRID 1181605 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
65 °C

PROCEDURE

实验过程

(R)-2-[[1-(2-Iodophenyl)ethoxy]methyl]oxirane (1.50 g) obtained in Step 1 was dissolved in tetrahydrofuran (15 ml), methyl propynoate (1.66 g), tetrakis(triphenylphosphine)palladium(0) (69.2 mg), copper iodide (37.5 mg) and potassium carbonate (2.72 g) were successively added, and the mixture was stirred overnight at 65° C. The reaction mixture was cooled to room temperature, water was added and, after filtration through celite, the filtrate was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give the title compound (43 mg).

WORKUP

后处理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationafter filtration through celite
  3. extractionthe filtrate was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)