تفاعل #59033

معادلة التفاعل

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

4-carboxyphenylboronic acid

cesium fluoride

1,4-dioxane

→

title compound

المردود 38.2%

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

المردود 38.2%

المذيبات

water

ethanol

ethyl acetate

Water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر