反应详情

温度

0 °C

2-Amino-4-(2-amino-ethyl)-phenol (1) (1 mmol) is dissolved in aqueous HCl. The solution is cooled to 0° C. and 1 mmol of NaNO2 dissolved in H2O is added slowly with stirring. The reaction mixture is maintained at 0° C. for 1 hr, then NaN3 (2 mmol) dissolved in water is added dropwise with stirring. The resulting mixture is maintained at 0° C. for 1 hr, then the cooling bath is removed and the mixture stirred overnight at ambient temperature. The product is extracted with ethyl acetate, washed with saturated NaHCO3 and H2O. The organic phase is dried with Na2SO4, then the solvent removed under vacuum. The crude product is purified by column chromatography to yield 4-(2-amino-ethyl)-2-azido-phenol (2).

1. additionis added slowly
2. temperatureThe reaction mixture is maintained at 0° C. for 1 hr
3. additionis added dropwise
4. stirringwith stirring
5. temperatureThe resulting mixture is maintained at 0° C. for 1 hr
6. customthe cooling bath is removed
7. stirringthe mixture stirred overnight at ambient temperature
8. extractionThe product is extracted with ethyl acetate
9. washwashed with saturated NaHCO3 and H2O
10. dry with materialThe organic phase is dried with Na2SO4
11. customthe solvent removed under vacuum
12. customThe crude product is purified by column chromatography