反应详情

A solution of ethyl chloroacetate (204 g., 1.67 mole) in ethanol (500 ml.) is added to a stirred solution of ethylenediamine (600 g., 10 mole) in ethanol (3 l.) at 0°. After addition is complete the solution is allowed to warm to 20°-25°. After 5 hours a solution of sodium methoxide (90.0 g., 1.67 mole) in methanol (200 ml.) is added and the solution is stirred overnight, filtered to remove inorganic salts and evaporated to remove solvent and unreacted ethylenediamine. The residual oil (189 g.) is added to a mixture of benzyl chloride (241 g., 1.9 mole) anhydrous sodium carbonate (191 g., 2.28 mole) in ethanol (2.3 l.) and the solution is stirred under reflux for 3 hours. The ethanol is removed under reduced pressure and the residue is partitioned between chloroform and water. Evaporation of the chloroform gave a crystalline product which was recrystallized from ethyl acetate to give the title compound, m.p. 154°- 156°.

1. additionAfter addition
2. temperatureto warm to 20°-25°
3. filtrationfiltered
4. customto remove inorganic salts
5. customevaporated
6. customto remove solvent and unreacted ethylenediamine
7. stirringthe solution is stirred
8. temperatureunder reflux for 3 hours
9. customThe ethanol is removed under reduced pressure
10. customthe residue is partitioned between chloroform and water
11. customEvaporation of the chloroform
12. customgave a crystalline product which
13. customwas recrystallized from ethyl acetate