反応 #59033

反応方程式

2-(4-bromo-2,6-dimethylphenoxy)ethanol

4-carboxyphenylboronic acid

cesium fluoride

1,4-dioxane

→

title compound

収率 38.2%

4′-(2-Hydroxyethoxy}-3′,5′-dimethylbiphenyl-4-carboxylic acid

収率 38.2%

溶媒

water

ethanol

ethyl acetate

Water

反応条件

後処理

1. 1
   その他The organic layer was separated
2. 2
   洗浄washed with water and brine
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   その他The solvent was evaporated under reduced pressure
5. 5
   その他the residue was purified by silica gel column chromatography (eluent:ethyl acetate/n-hexane=1/1-2/1)

実験手順

A mixture of 2-(4-bromo-2,6-dimethylphenoxy)ethanol (0.65 g), 4-carboxyphenylboronic acid (0.87 g), tetrakis(triphenylphosphine)palladium(0) (0.15 g), cesium fluoride (2.40 g), 1,4-dioxane (7.5 mL), ethanol (2.5 mL) and water (1.5 mL) was stirred at 90° C. overnight under an atmosphere of argon. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent:ethyl acetate/n-hexane=1/1-2/1) to afford the title compound (0.29 g).

出典