HRID430774

反应详情

EQUATION

反应方程式

HRID 430774 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

Under argon atmosphere, sodium hydride (121 mg) in DMF (2 ml) was cooled to 0° C. and 4-benzyloxyindole (501 mg) in DMF (5 ml) was added thereto, followed by stirring the resulting solution at 0° C. for 5 minutes. To this solution, 2-tetrahydropyranyloxy-1-bromoethane (599 mg) in DMF (2 ml) was added and the solution was stirred at 0° C. for 30 minutes. The reaction mixture was added to saturated aqueous NH4Cl solution (30 ml) cooled at 0° C., and the resultant was extracted with ethyl acetate (3×20 ml). The obtained organic layers were washed with saturated brine and dried over sodium sulfate. After removing solids by filtration, the solvent was removed under reduced pressure, and the obtained crude product was purified by silica gel column chromatography to obtain the desired compound (722 mg, yield: 92%).

WORKUP

后处理

  1. stirringthe solution was stirred at 0° C. for 30 minutes
  2. temperaturecooled at 0° C.
  3. extractionthe resultant was extracted with ethyl acetate (3×20 ml)
  4. washThe obtained organic layers were washed with saturated brine
  5. dry with materialdried over sodium sulfate
  6. customAfter removing solids
  7. filtrationby filtration
  8. customthe solvent was removed under reduced pressure
  9. customthe obtained crude product
  10. customwas purified by silica gel column chromatography