反应 #1583834

反应方程式

methyl[(2-chloro-5-iodo-phenyl)methyl]carbamate

product

methyl[(2-chloro-5-iodo-phenyl)methyl]carbamate

ethynyltrimethylsilane

triphenylphosphine

→

title compound

methyl N-[[2-chloro-5-[2-(trimethylsilyl)ethynyl]-phenyl]methyl]carbamate

溶剂

tetrahydrofuran

triethylamine

反应条件

后处理

1. 1
   浓缩The reaction mixture was concentrated onto silica gel (7 g)
2. 2
   其他purified by medium pressure liquid chromatography (0 to 25% gradient of ethyl acetate in hexanes as eluant)

实验过程

A mixture methyl[(2-chloro-5-iodo-phenyl)methyl]carbamate (i.e. the product of Step B) (3.0 g, 9.2 mmol), ethynyltrimethylsilane (1.94 mL, 13.8 mmol), bis(triphenylphosphine)palladium(II) dichloride (0.032 g, 0.05 mmol), copper(I) iodide (0.018 g, 0.09 mmol), triphenylphosphine (0.024 g, 0.09 mmol) in tetrahydrofuran (18 mL) and triethylamine (18 mL) was stirred at room temperature for 30 minutes. The reaction mixture was concentrated onto silica gel (7 g) and then purified by medium pressure liquid chromatography (0 to 25% gradient of ethyl acetate in hexanes as eluant) to provide the title compound as an oil (1.37 g).

来源