Formic Acid → Methyl 4-[3-carboxy-4-(3,5-difluoro-4-triisopropylsilanyloxyphenyl)butyl]benzoate

Participants

Reaction Conditions

Reaction Steps

9.2 g (14.27 mmol) of diallyl 2-(3,5-difluoro-4-triisopropylsilanyloxybenzyl)-2-[2-(4-methoxycarbonylphenyl)ethyl]malonate, 64 mg (0.29 mmol) of palladium(II) acetate and 262 mg (1 mmol) of triphenylphosphine are stirred in 300 ml of dioxane under argon. Then a solution of 4.76 g (47.08 mmol) of triethylamine and 1.64 g (35.67 mmol) of formic acid in 200 ml of dioxane is added dropwise, and the mixture is heated at 100° C. for 2 h. The cooled mixture is concentrated and the crude product is chromatographed on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1→4:1). 3.69 g (49% of theory) of the title compound are obtained.

Provenance & Evidence