Реакция #412840

Уравнение реакции

1-(2-cyano-4-cyclobutylcarbonylamino-phenoxy)-2-hydroxy-3-chloro-propane

2-methyl-but-3-in-2-yl-amine

→

1-(2-Cyano-4-cyclobutylcarbonylamino-phenoxy)-3-(2-methyl-but-3-in-2-yl-amino)-propan-2-ol

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Температураthe mixture was refluxed for 3.5 hours
2. 2
   workup.DISTILLATIONThe ethanol was then distilled off
3. 3
   Промывкаthe mixture was washed with ether
4. 4
   Другоеthe base precipitated
5. 5
   Экстракцияthereby was extracted
6. 6
   ПромывкаThe organic phase was washed with H2O
7. 7
   Сушкаdried over MgSO4
8. 8
   workup.DISTILLATIONthe ethyl acetate was distilled off in vacuo
9. 9
   ДругоеThe crystalline residue (base) was recrystallized twice from acetonitrile, and 3.7 gm of pure substance
10. 10
    Другоеwere obtained

Методика

7.5 gm (0.024 mol) of 1-(2-cyano-4-cyclobutylcarbonylamino-phenoxy)-2-hydroxy-3-chloro-propane were dissolved in 20 ml of ethanol, 8.3 gm (0.1 mol) of 2-methyl-but-3-in-2-yl-amine were added to the solution, and the mixture was refluxed for 3.5 hours. The ethanol was then distilled off, and the residue was digested with H2O. After being acidified with HCl, the mixture was washed with ether, the acidic aqueous phase was made alkaline with NH4OH, and the base precipitated thereby was extracted by shaking twice with ethyl acetate. The organic phase was washed with H2O, dried over MgSO4 and the ethyl acetate was distilled off in vacuo. The crystalline residue (base) was recrystallized twice from acetonitrile, and 3.7 gm of pure substance were obtained. Melting point: 139°-141° C.

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