反应详情

温度

110 °C

To a vial containing 2-(3-aminophenyl)ethanol (137.0 mg, 1.0 mmol) in glacial acetic acid (3 mL) was added acetic anhydride (1 mL). The reaction vial was sealed and heated at 110° C. for 6 h. The mixture was concentrated under reduced pressure. The crude product was dissolved in MeOH (3 mL) and LiOH (120.0 mg, 5.0 mmol) was added. The solution was allowed to stir overnight at rt. The solution was concentrated under reduced pressure and diluted with ethyl acetate. The organic phase was washed with water (2×5 mL), brine and dried (Na2SO4). The solvent was removed under reduced pressure and the crude mixture was purified by column chromatography to afford the desired product in 39%. 1H NMR: 1.65 (t, 1H, J=6.0 Hz), 2.13 (s, 3H), 2.81 (t, 2H, J=6.4 Hz), 3.81 (q, 2H, J=6.0 Hz), 6.94 (t, 1H, J=6.8 Hz), 7.22 (t, 1H, J=7.6 Hz), 7.30-7.40 (m, 3H).

1. customThe reaction
2. customvial was sealed
3. concentrationThe mixture was concentrated under reduced pressure
4. dissolutionThe crude product was dissolved in MeOH (3 mL)
5. concentrationThe solution was concentrated under reduced pressure
6. additiondiluted with ethyl acetate
7. washThe organic phase was washed with water (2×5 mL), brine
8. dry with materialdried (Na2SO4)
9. customThe solvent was removed under reduced pressure
10. customthe crude mixture was purified by column chromatography