تفاعل #40269

ord-4ee3e8ab5fd74d1e987263adc9c61aec

معادلة التفاعل

Nc1ccc(CCCC(=O)O)cc1
4-(4-Aminophenyl)butyric acid
CO
methanol
Cl
hydrogen chloride
COC(=O)CCCc1ccc(N)cc1.Cl
methyl 4-(4-aminophenyl)butyrate hydrogen chloride

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
85°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىwas bubbled through the solution
  2. 2
    درجة الحرارةAfter the reaction mixture was cooled to room temperature
  3. 3
    workup.ADDITIONethyl ether (100 ml.) was added
  4. 4
    أخرىThe mixture, which separated into two layers
  5. 5
    ترشيحThe crystalline product was collected by filtration
  6. 6
    أخرىdried thoroughly
  7. 7
    أخرىThe filtrate was evaporated to dryness
  8. 8
    أخرىthe residue was recrystallized from MeOH/benzene

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07727558B2uspto-grants-2010_06