反应详情

To a solution of N-methyl-4-nitrophenethylamine (1.5 g) (J.O.C., [1956], 21, 45) and 2-[4-nitrophenoxy]ethyl chloride (1.55 g) (C.A., [1955], 49, 3163e) in acetonitrile (50 ml) was added potassium carbonate (1.25 g) and sodium iodide (1.2 g) and the suspension was stirred at reflux for 72 hours. After evaporation to dryness, the residual oily solid was partitioned between a 2N aqueous sodium bicarbonate solution and ethyl acetate. After two further extractions with ethyl acetate, the organic portions were combined, washed with a saturated aqueous brine solution, dried over magnesium sulphate, filtered and evaporated. The resultant orange solid (2.7 g) was crystallised from ethanol to give the title compound, (1.9 g), m.p. 74°.

1. temperatureat reflux for 72 hours
2. customAfter evaporation to dryness
3. customthe residual oily solid was partitioned between a 2N aqueous sodium bicarbonate solution and ethyl acetate
4. extractionAfter two further extractions with ethyl acetate
5. washwashed with a saturated aqueous brine solution
6. dry with materialdried over magnesium sulphate
7. filtrationfiltered
8. customevaporated
9. customThe resultant orange solid (2.7 g) was crystallised from ethanol