反应详情

温度

60 °C

A solution of 4-(pyrrolidin-1-yl)but-2-yn-1-ol (4.3 g, 31 mmol) in THF (20 ml) was added dropwise to a suspension of lithium aluminum hydride (2.35 g, 62 mmol) in anhydrous THF (8 ml) and the mixture stirred and heated at 60° C. for 2 hours. The mixture was cooled to 5° C. and 2M aqueous sodium hydroxide solution (28 ml) was added dropwise. The resulting suspension was filtered and the volatiles removed from the filtrate by evaporation. The residue was dissolved in a mixture of methylene chloride/ethyl acetate, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography on aluminum oxide eluting with methylene chloride/methanol (97/3) to give (E)-4-(pyrrolidin-1-yl)but-2-en-1-ol (3.09 g, 70%).

1. temperatureThe mixture was cooled to 5° C.
2. filtrationThe resulting suspension was filtered
3. customthe volatiles removed from the filtrate by evaporation
4. dissolutionThe residue was dissolved in a mixture of methylene chloride/ethyl acetate
5. dry with materialdried (MgSO4)
6. customthe solvent removed by evaporation
7. customThe residue was purified by column chromatography on aluminum oxide eluting with methylene chloride/methanol (97/3)