2-{2-Chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane → 2-Chloro-1-(dimethoxymethyl)-4-fluoro-3-propylbenzene

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Reaction Steps

To a solution of the obtained 2-{2-chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane (1.41 g) in methanol (20 ml) was added finely shredded palladium-fibroin (200 mg), and the mixture was vigorously stirred under a hydrogen atmosphere for 12 hr. The reaction mixture was filtered by suction through a glass filter with a layer of celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate=30:1→3:1) to give the title compound as a colorless oil (yield: 1.34 g).

Provenance & Evidence