反応 #2304293

反応方程式

4-benzyloxybromobenzene

4-(trifluoromethoxy)benzeneboronic acid

sodium carbonate

ethylene glycol dimethyl ether

→

4-benzyloxy-4′-(trifluoromethoxy)biphenyl

収率 35.9%

溶媒

water

反応条件

後処理

1. 1
   抽出The reaction mixture was extracted with toluene
2. 2
   乾燥the organic layer was dried with anhydrous magnesium sulfate
3. 3
   その他The solvent was evaporated away
4. 4
   その他the resulting residue was purified through silica gel chromatography (elution solvent: heptane/toluene=7/3)
5. 5
   その他recrystallized from heptane

実験手順

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.

出典