反应详情

To an ice-cold solution of tert-butyl (2-(2-cyano-5-nitrophenoxy)ethyl)carbamate (4 g, 13.02 mmol) in DCM (20 mL) was added TFA (10 mL). The reaction mixture was stirred at rt for 60 min. The solvent was removed under reduced pressure and treated with saturated sodium bicarbonate solution (10 mL) and extracted with ethyl acetate (2×25 mL). The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to get 2-(2-aminoethoxy)-4-nitrobenzonitrile (2.4 g, 89%) as a yellow solid. LC-MS (M+H)+=208.0. 1H NMR (400 MHz, CDCl3) δ ppm 7.89 (1H, d, J=8.4 Hz), 7.83 (1H, s), 7.76 (1H, d, J=8.4 Hz), 4.23 (2H, t, J=5.2 Hz), 3.22 (2H, t, J=5.2 Hz).

1. customThe solvent was removed under reduced pressure
2. additiontreated with saturated sodium bicarbonate solution (10 mL)
3. extractionextracted with ethyl acetate (2×25 mL)
4. dry with materialThe organic layer was dried over anhydrous sodium sulphate
5. concentrationconcentrated under reduced pressure