反应详情

6.23 ml (57.39 mmol) of phenyl isocyanate are added dropwise at room temperature to a solution of 5 g (43.04 mmol) of 1-ethynyl-4-methylbenzene, 1 ml (14.34 mmol) of nitroethane and 0.4 ml (2.87 mmol) of triethylamine in 100 ml of benzene. The reaction mixture is then stirred under reflux for 12 h. After cooling, the suspension is mixed with water (50 ml) and stirred at room temperature for a further 4 h. The precipitate is filtered off with suction and washed with benzene (10 ml). The organic phase of the filtrate is separated off, dried with magnesium sulfate and concentrated. The residue is purified by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 6:1). 1.13 g (46% of theory) of the title compound are obtained as a colourless oil.

1. temperatureunder reflux for 12 h
2. temperatureAfter cooling
3. stirringstirred at room temperature for a further 4 h
4. filtrationThe precipitate is filtered off with suction
5. washwashed with benzene (10 ml)
6. customThe organic phase of the filtrate is separated off
7. dry with materialdried with magnesium sulfate
8. concentrationconcentrated
9. customThe residue is purified by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 6:1)