반응 #59033

반응 방정식

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

4-carboxyphenylboronic acid

cesium fluoride

1,4-dioxane

→

title compound

수율 38.2%

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

수율 38.2%

용매

water

ethanol

ethyl acetate

Water

반응 조건

후처리

1. 1
   기타The organic layer was separated
2. 2
   세척washed with water and brine
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타The solvent was evaporated under reduced pressure
5. 5
   기타the residue was purified by silica gel column chromatography (eluent:ethyl acetate/n-hexane=1/1-2/1)

실험 절차

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).

출처