تفاعل #1583834

معادلة التفاعل

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

المذيبات

tetrahydrofuran

triethylamine

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر