반응 #2304293

반응 방정식

4-benzyloxybromobenzene

4-(trifluoromethoxy)benzeneboronic acid

sodium carbonate

ethylene glycol dimethyl ether

→

4-benzyloxy-4′-(trifluoromethoxy)biphenyl

수율 35.9%

용매

water

반응 조건

후처리

1. 1
   추출The reaction mixture was extracted with toluene
2. 2
   건조the organic layer was dried with anhydrous magnesium sulfate
3. 3
   기타The solvent was evaporated away
4. 4
   기타the resulting residue was purified through silica gel chromatography (elution solvent: heptane/toluene=7/3)
5. 5
   기타recrystallized from heptane

실험 절차

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.

출처