Toluene → HCID 18940054, compound

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).

1. custom(for about one hour)
2. additiondropwise added to a mixture
3. temperatureby heating the mixture
4. temperatureunder reflux
5. stirringsufficiently stirring the mixture, three times
6. washwashing the organic layer with a brine (200 ml)
7. dry with materialdrying over anhydrous magnesium sulfate
8. distillationdistilling off the solvent under reduced pressure at 30° C.
9. customlower, purifying the residue
10. distillationfurther distilling under reduced pressure

ORD record

ord-1ee8d67832bb49bc81ee2cf18af67d30

Source dataset

uspto-grants-1998_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05833879