反应详情

A solution of 4,5-dimethyl-2-aminophenol (1.73 g, 12.6 mmol) in chloroform (50 mL) was added to a rapidly stirred saturated solution of sodium bicarbonate. Bromoacetyl bromide (1.1 mL, 2.54 g, 12.6 mmol) in chloroform (15 mL) was added dropwise to the rapidly stirring mixture. Stirring continued for 2 h. EtOAc was added. Layers separated and the EtOAc solution washed with H2O (1×), brine (1×), dried (MgSO4) and concentrated to give a brown solid, which was dissolved in DMF (85 mL). CsCO3 (4.1 g, 12.6 mmol) was added and the mixture heated at 80 deg. C. for 1 h, then poured into ice-H2O (200 mL). The crystallized product was collected, washed with H2O, and dried to give a tan solid (1.78 g, 80%). MS (ES) m/e 178[M+H]+.

1. stirringStirring
2. customLayers separated
3. washthe EtOAc solution washed with H2O (1×), brine (1×)
4. dry with materialdried (MgSO4)
5. concentrationconcentrated
6. customto give a brown solid, which
7. temperaturethe mixture heated at 80 deg. C
8. waitfor 1 h
9. customThe crystallized product was collected
10. washwashed with H2O
11. customdried