反应详情

A suspension of norfentanyl of Example 4 (6.71 g, 0.029 mol), p-nitrophenethylbromide (7.178 g, 0.0372 mol), potassium carbonate (19 g, 0.14 mol) and a few crystals of sodium iodide in 4-methyl-2-pentanone (200 ml) was stirred overnight at reflux, under nitrogen. After cooling to room temperature, the precipitate was removed by filtration and the solution concentrated under reduced pressure. The dark residue was dissolved in ethyl acetate (200 ml) and washed with water (2×100 ml), dried over sodium sulfate, filtered and the solvent removed in vacuo. The residue was purified by column chromatography (silica gel, 10% MeOH/90% CHCl3 v/v) to give the title compound as a yellow solid (5.33 g, 56% yield).

1. temperatureat reflux, under nitrogen
2. customthe precipitate was removed by filtration
3. concentrationthe solution concentrated under reduced pressure
4. dissolutionThe dark residue was dissolved in ethyl acetate (200 ml)
5. washwashed with water (2×100 ml)
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. customthe solvent removed in vacuo
9. customThe residue was purified by column chromatography (silica gel, 10% MeOH/90% CHCl3 v/v)