1,2-Dibromoethane → HCID 18693700, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, methyl (2-fluoro-biphenyl-4-yl)-acetate (5.0 g) was dissolved in tetrahydrofuran (50 ml) and then sodium hydride (8.29 g, 60% oily) was added under ice-cooling, after which the resulting mixture was stirred for 30 minutes. Subsequently, N,N-dimethylformamide (100 ml) was added and then 1,2-dibromoethane (17.6 ml) was added, after which the resulting mixture was stirred for 1.5 hours. To the reaction mixture was added 4 N hydrochloric acid-1,4-dioxane solution (60 ml) and the solution was then neutralized with a saturated aqueous ammonium chloride solution and thereafter subjected to extraction with ethyl acetate. The organic layer was dried over sodium sulfate and then concentrated under reduced pressure. The residue was purified by a silica gel column chromatography (hexane/ethyl acetate=20/1), to obtain methyl 1-(2-fluoro-biphenyl-4-yl)-cyclopropanecarboxylate (4.28 g).

Provenance & Evidence