反应详情

To a cooled (0° C.) suspension of 4-nitroaniline (10 g, 0.072 mol) and Et3N (10 mL) in CHCl3 (120 mL), was added dropwise ethyl chloroformate (6.9 mL) and the mixture was stirred under an argon atmosphere at room temperature overnight. CHCl3 was added and the resulting solution was washed with 1N HCl. The layers were separated, the aqueous phase was washed with CHCl3 and the combined organic extracts were dried and concentrated. The residue was chromatographed on silica gel (hexane:EtOAc, 30%) to afford N-(ethoxycarbonyl)-4-nitroaniline (1.7 g).

1. temperatureTo a cooled
2. washthe resulting solution was washed with 1N HCl
3. customThe layers were separated
4. washthe aqueous phase was washed with CHCl3
5. customthe combined organic extracts were dried
6. concentrationconcentrated
7. customThe residue was chromatographed on silica gel (hexane:EtOAc, 30%)