Toluene → 4-Ethoxy-3,3'-difluoro-4'-((4-propylcyclohexyl)methoxy)-[1,1'-biphenyl]-2,2'-dicarboaldehyde

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Reaction Steps

Under a nitrogen atmosphere, a mixture of compound (62) (4.20 g, 11.76 mmol), compound (55) (2.74 g, 12.93 mmol) prepared in Example 1, tetrakis(triphenylphosphine)palladium (0.14 g, 0.121 mmol), potassium carbonate (3.25 g, 23.51 mmol) and TBAB (0.76 g, 2.351 mmol) was refluxed in a toluene (20 mL)-ethanol (10 mL)-water (50 mL) solvent for 5 hours. The reaction mixture was extracted with 20 mL of toluene three times, combined organic layers were washed with water and saturated brine, and then dried over magnesium sulfate, and a solvent was distilled off by an evaporator. The residue was purified by silica gel column chromatography, and thus 4-ethoxy-3,3′-difluoro-4′-((4-propylcyclohexyl)methoxy)-[1,1′-biphenyl]-2,2′-dicarboaldehyde (63) (4.20 g, yield 80.3%) was obtained.

Provenance & Evidence