HRID1481761

反应详情

EQUATION

反应方程式

HRID 1481761 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

To a stirred solution of ethyl 5-bromo-1-methyl-1H-indole-2-carboxylate (2.93 g, 10.39 mmol) in MeCN (52 mL) was added Selectfluor® (3.87 g, 10.92 mmol, 1.05 eq) at 0° C. in three portions with an interval of 10 min. The reaction was stirred at 0° C. for 30 min before it was allowed to warm to room temperature then stirred for an additional 30 min. The reaction was monitored by TLC analysis. Once the starting material was completely consumed, the reaction was quenched with sat. NaHCO3 and then extracted by CH2Cl2 (4×25 mL). The solvent was removed to give a crude product which was purified by flash column chromatography (0-10% EtOAc in hexanes) to afford the desired product (860 mg, 2.87 mmol) in 28% yield.

WORKUP

后处理

  1. temperatureto warm to room temperature
  2. stirringthen stirred for an additional 30 min
  3. customOnce the starting material was completely consumed
  4. customthe reaction was quenched with sat. NaHCO3
  5. extractionextracted by CH2Cl2 (4×25 mL)
  6. customThe solvent was removed
  7. customto give a crude product which
  8. customwas purified by flash column chromatography (0-10% EtOAc in hexanes)