تفاعل #2304293
ord-2f9392ae39e84e32ae39be28ded178ed
معادلة التفاعل
4-benzyloxybromobenzene
4-(trifluoromethoxy)benzeneboronic acid
sodium carbonate
ethylene glycol dimethyl ether
→
4-benzyloxy-4′-(trifluoromethoxy)biphenyl
المردود 35.9%
المتفاعلات
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1استخلاصThe reaction mixture was extracted with toluene
- 2تجفيفthe organic layer was dried with anhydrous magnesium sulfate
- 3أخرىThe solvent was evaporated away
- 4أخرىthe resulting residue was purified through silica gel chromatography (elution solvent: heptane/toluene=7/3)
- 5أخرىrecrystallized from heptane
الإجراء التجريبي
A reaction mixture comprising 6.7 g of 4-benzyloxybromobenzene, 5.0 g of 4-(trifluoromethoxy)benzeneboronic acid, 0.3 g of tetrakis(triphenylphosphine)palladium(0), 5.1 g of sodium carbonate, 100 ml of ethylene glycol dimethyl ether and 20 ml of pure water was refluxed for 5 hours. The reaction mixture was extracted with toluene, and the organic layer was dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was purified through silica gel chromatography (elution solvent: heptane/toluene=7/3) and recrystallized from heptane, and 3.0 g of 4-benzyloxy-4′-(trifluoromethoxy)biphenyl was obtained. m.p.: 136-137.2° C.