Реакция #40269

Уравнение реакции

4-(4-Aminophenyl)butyric acid

methanol

hydrogen chloride

→

methyl 4-(4-aminophenyl)butyrate hydrogen chloride

Условия реакции

Обработка

1. 1
   Другоеwas bubbled through the solution
2. 2
   ТемператураAfter the reaction mixture was cooled to room temperature
3. 3
   workup.ADDITIONethyl ether (100 ml.) was added
4. 4
   ДругоеThe mixture, which separated into two layers
5. 5
   ФильтрацияThe crystalline product was collected by filtration
6. 6
   Другоеdried thoroughly
7. 7
   ДругоеThe filtrate was evaporated to dryness
8. 8
   Другоеthe residue was recrystallized from MeOH/benzene

Методика

4-(4-Aminophenyl)butyric acid (5 g) was dissolved in 40 ml methanol. The solution was refluxed at 80-90° C. with stirring for 4 h while hydrogen chloride gas was bubbled through the solution. After the reaction mixture was cooled to room temperature, ethyl ether (100 ml.) was added. The mixture, which separated into two layers, was refrigerated overnight. The crystalline product was collected by filtration and dried thoroughly. The filtrate was evaporated to dryness and the residue was recrystallized from MeOH/benzene. The total amount of the product methyl 4-(4-aminophenyl)butyrate hydrogen chloride obtained was 5.6 g (87.5%), m.p. 143-145° C.

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