反应详情

A mixture of 3-bromopyridine (6.25 ml), propargyl alcohol (4.9 ml), bis(triphenylphosphine)palladium(II) chloride (0.45 g) and copper iodide (125 mg) in triethylamine (100 ml) was stirred under reflux for 1.5 hours. After being cooled at room temperature, the reaction mixture was filtered and the insoluble material on the filter was washed with ethyl acetate (about 200 ml). The filtrate and the washing were combined and evaporated under reduced pressure. The resulting residue was purified by column chromatography on silica gel using a mixed solvent of hexane and ethyl acetate as eluent. The fractions containing the objective compound were collected and evaporated under reduced pressure to give 3-(3-pyridyl)-2-propyn-1-ol (7.9 g) as brownish crystals.

1. temperatureunder reflux for 1.5 hours
2. filtrationthe reaction mixture was filtered
3. washthe insoluble material on the filter was washed with ethyl acetate (about 200 ml)
4. customevaporated under reduced pressure
5. customThe resulting residue was purified by column chromatography on silica gel using a mixed solvent of hexane and ethyl acetate as eluent
6. additionThe fractions containing the objective compound
7. customwere collected
8. customevaporated under reduced pressure