Toluene → HCID 18940054, compound

Participants

Reaction Steps

This reagent was gradually (for about one hour), dropwise added to a mixture consisting of p-dibromobenzene (150 mmol), bis(triphenylphosphine) Ni(II) dichloride (7.5 mmol) and THF (150 ml), at 0° C. or lower, followed by heating the mixture under reflux with stirring, allowing the mixture to cool down to room temperature, adding toluene (200 ml) and water (200 ml) to the reaction solution, sufficiently stirring the mixture, three times washing the organic layer with a brine (200 ml), drying over anhydrous magnesium sulfate, distilling off the solvent under reduced pressure at 30° C. or lower, purifying the residue subjecting to silica gel column chromatography (eluent solvent: heptane/toluene mixture) and further distilling under reduced pressure to obtain oily 4-bromo-1-(3pentynyl)benzene (61 mmol).

Provenance & Evidence