反応 #502136

反応方程式

methyl (2-bromophenyl)acetate

6-methoxypyridin-3-ylboronic acid

caesium fluoride

1,2-dimethoxyethane

→

Methyl[2-(6-methoxypyridin-3-yl)phenyl]acetate

溶媒

ethyl acetate

water

ethyl acetate

反応条件

後処理

1. 1
   温度Cooling to room temperature
2. 2
   乾燥After the organic phase has been dried over magnesium sulphate
3. 3
   その他the solvent has been removed in vacuo
4. 4
   その他the residue is purified by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 9:1)
5. 5
   その他1.1 g (68% of theory) of the product are obtained

実験手順

1.35 g (5.89 mmol) of methyl (2-bromophenyl)acetate are introduced together with 1 g (6.55 mmol) of 6-methoxypyridin-3-ylboronic acid and 1.98 g (13.09 mmol) of caesium fluoride into 20 ml of 1,2-dimethoxyethane under argon. After addition of 0.22 g (0.19 mmol) of tetrakis(triphenylphosphine)palladium(0), the reaction mixture is stirred at 100° C. for 4 h. Cooling to room temperature is followed by addition of a mixture of ethyl acetate and water and extraction with ethyl acetate. After the organic phase has been dried over magnesium sulphate and the solvent has been removed in vacuo, the residue is purified by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 9:1). 1.1 g (68% of theory) of the product are obtained.

出典