반응 #358306

반응 방정식

1-(difluoromethoxy)-4-iodobenzene

ethynyl(trimethyl)silane

→

{[4-(difluoromethoxy)phenyl]ethynyl}(trimethyl)silane

수율 96.0%

용매

triethylamine

acetonitrile

반응 조건

후처리

1. 1
   농축concentrated in vacuo
2. 2
   workup.DISSOLUTIONThe resultant residue was dissolved in Et2O
3. 3
   여과filtered
4. 4
   농축The filtrate was concentrated
5. 5
   기타the concentrate was purified by chromatography (silica gel, EtOAc/hexane: 5/95)

실험 절차

A solution of 1-(difluoromethoxy)-4-iodobenzene (12.7 g, 50 mmol) in triethylamine is treated with tetrakis(triphenylphosphine)palladium (4.0 g, 3.5 mmol), copper iodide (925 mg, 4.85 mmol), and a solution of ethynyl(trimethyl)silane (6.9 mL, 50 mmol) in acetonitrile at room temperature, stirred for 1 h at 60° C. and concentrated in vacuo. The resultant residue was dissolved in Et2O and filtered. The filtrate was concentrated and the concentrate was purified by chromatography (silica gel, EtOAc/hexane: 5/95) to give {[4-(difluoromethoxy)phenyl]ethynyl}(trimethyl)silane (11.5 g, 96%) as an oil.

출처