HCID 86609106, compound → (8-bromo-6-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate

Participants

Reaction Steps

To a solution of 2-{2-bromo-4-fluoro-6-[(1E)-prop-1-enyl]phenoxy}but-3-enyl 4-methylbenzenesulfonate (10.95 g, 0.024 mol) in dry dichloromethane (300 mL) at room temperature under nitrogen was added benzylidene-bis(tricyclohexylphosphine)dichlororuthenium (1.97 g, 2.4 mmol) and the reaction mixture stirred at room temperature for 5 days. The reaction mixture was then concentrated under reduced pressure to a small volume and directly pre-adsorbed onto silica gel. Purification by flash chromatography using a solvent gradient of 5 to 30% ethyl acetate in hexane gave 9.5 g (96%) of (8-bromo-6-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate as a grey solid.

Provenance & Evidence