反应详情

To a mixture of 4-nitrobenzaldehyde (7.55 g, 50 mmol) and ethyleneglycol (4.65 g, 75.0 mmol) in toluene (125 ml) was added 4-toluenesulphonic acid (100 mg, 0.5 mmol) and the mixture heated under reflux using a Dean-Stark water separator for 2 h. The solution was evaporated to dryness, the residue dissolved in EtOAc (125 ml), washed with saturated sodium hydrogen carbonate solution, dried and evaporated to dryness. The residue was dissolved in ethanol (200 ml) and hydrogenated over 10% Pd/C for 4 h at ambient temperature. The catalyst was removed by filtration, the ethanol evaporated to yield the title compound which was used without further purification.

1. temperaturethe mixture heated
2. temperatureunder reflux
3. customThe solution was evaporated to dryness
4. dissolutionthe residue dissolved in EtOAc (125 ml)
5. washwashed with saturated sodium hydrogen carbonate solution
6. customdried
7. customevaporated to dryness
8. dissolutionThe residue was dissolved in ethanol (200 ml) and hydrogenated over 10% Pd/C for 4 h at ambient temperature
9. customThe catalyst was removed by filtration
10. customthe ethanol evaporated