Formic Acid → 2-(3,5-Difluoro-4-triisopropylsilanyloxybenzyl)heptanedioic acid 7-ethyl ester

Participants

Reaction Conditions

Reaction Steps

4.2 g (6.88 mmol) of 1-allyl 7-ethyl 2-allyloxycarbonyl-2-(3,5-difluoro-4-triisopropylsilanyloxy-benzyl)heptanedioate, 39 mg (0.17 mmol) of palladium(II)acetate and 135 mg (0.52 mmol) of triphenylphosphine are stirred in 30 ml of dioxane under argon. A solution of 2.3 g (22.69 mmol) of triethylamine and 0.79 g (17.19 mmol) of formic acid in 20 ml of dioxane is then added dropwise, and the mixture is heated at 100° C. overnight. The cooled mixture is concentrated and the crude product is chromatographed on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1, 3:1). 2.07 g (52% of theory) of the title compound are obtained.

Provenance & Evidence