反应详情

A stirred solution of 2-methoxy-5-nitrophenol (10 g, 0.059 mole) in 1,2-dimethoxyethane (80 ml) was treated with saturated aqueous potassium carbonate solution (32 ml) followed by 2-dimethylaminoethyl chloride hydrochloride (8.2 g, 0.057 mole) and heated under reflux for 17 hours. A further quantity of 2-dimethylaminoethyl chloride hydrochloride (4.0 g, 0.029 mole) was added and reflux was continued for 18 hours. The mixture was then concentrated in vacuo and the residue treated with 10% Na2 CO3 solution (100 ml) and extracted with ethyl acetate (2×100 ml). The combined extract was dried (Na2SO4) and concentrated in vacuo to afford the title compound as a yellow solid (11.8 g, 83%).

1. temperatureheated
2. temperatureunder reflux for 17 hours
3. temperaturereflux
4. concentrationThe mixture was then concentrated in vacuo
5. additionthe residue treated with 10% Na2 CO3 solution (100 ml)
6. extractionextracted with ethyl acetate (2×100 ml)
7. extractionThe combined extract
8. dry with materialwas dried (Na2SO4)
9. concentrationconcentrated in vacuo