反応 #1094095

反応方程式

2-ethynylanisole

2-bromo-5-methoxybenzaldehyde

triethylamine

→

title compound

収率 67.3%

2-[2-(2-Methoxyphenyl)ethynyl]-5-methoxybenzaldehyde

収率 67.3%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他The resulting reaction solution
2. 2
   その他was evaporated
3. 3
   workup.ADDITIONto the resulting residue were added ethyl acetate and water
4. 4
   洗浄The resulting organic layer was washed with water and brine
5. 5
   乾燥dried over magnesium sulfate
6. 6
   その他The solvent was evaporated
7. 7
   その他the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

実験手順

The resulting 2-ethynylanisole (0.79 g) and 2-bromo-5-methoxybenzaldehyde (1.14 g) were reacted in dimethylformamide (50 ml) in the presence of dichloro-bis-triphenylphosphine palladium (1.0 g), cuprous iodide (0.5 g) and triethylamine (15 ml), in nitrogen atmosphere at 50° C. for 6 hr. The resulting reaction solution was evaporated, and to the resulting residue were added ethyl acetate and water. The resulting organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give 0.95 g of the title compound as a pale yellow oil.

出典