반응 #502136

반응 방정식

methyl (2-bromophenyl)acetate

6-methoxypyridin-3-ylboronic acid

caesium fluoride

1,2-dimethoxyethane

→

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

용매

ethyl acetate

water

ethyl acetate

반응 조건

후처리

1. 1
   온도Cooling to room temperature
2. 2
   건조After the organic phase has been dried over magnesium sulphate
3. 3
   기타the solvent has been removed in vacuo
4. 4
   기타the residue is purified by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 9:1)
5. 5
   기타1.1 g (68% of theory) of the product are obtained

실험 절차

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.

출처