Imidazole → 4'-{[Tert-butyl(dimethyl)silyl]oxy}-2',6'-dimethylbiphenyl-3-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

4′-Hydroxy-2′,6′-dimethylbiphenyl-3-carbaldehyde 3d (7.20 g, 31.80 mmol, prepared by a method disclosed in Chinese patent application CN101616913), tert-butyldimethylsilyl chloride (5.27 g, 34.90 mmol), and imidazole (2.60 g, 38.10 mmol) were dissolved in 60 mL of N,N-dimethylformamide. The reaction solution was heated to 60° C. and stirred for 12 hours. The resulting solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound 4′-((tert-butyldimethylsilyl)oxy)-2′,6′-dimethylbiphenyl-3-carbaldehyde 3e (10 g, yield 92.0%) as a brown oil.

Provenance & Evidence