HRID260446

反应详情

EQUATION

反应方程式

HRID 260446 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
105 °C

PROCEDURE

实验过程

A mixture of 7-bromo-4-(furan-3-yl)coumarin (Coumarin 4) (1.5 g, 5.15 mmol), 2-(trimethylsilyl)ethanethiol (830 mg, 6.18 mmol), and K2CO3 (1.77 g, 12.9 mmol) in 1-methyl-2-pyrrolidinone (12 mL) was heated at 105° C. for 4 h. After cooling, there was added saturated aqueous NH4Cl (10 mL), then H2O (50 mL) and the mixture was extracted twice with EtOAc. The organic extracts were washed 4 times with H2O, dried over MgSO4 and evaporated to a residue which was chromatographed on silica gel eluting with a 1:3 mixture of EtOAc and hexane, to afford the title compound (963 mg) as a tan solid.

WORKUP

后处理

  1. temperatureAfter cooling
  2. extractionH2O (50 mL) and the mixture was extracted twice with EtOAc
  3. washThe organic extracts were washed 4 times with H2O
  4. dry with materialdried over MgSO4
  5. customevaporated to a residue which
  6. customwas chromatographed on silica gel eluting with a 1:3 mixture of EtOAc and hexane