Reaktion #322907

Reaktionsgleichung

1,4-diaminobutane

2-{2-[(2,6-dichlorophenyl)-amino]-phenyl}-acetic acid p-nitrophenyl ester

→

2-{2-[(2,6-dichlorophenyl)-amino]-phenyl}-acetic acid 4-aminobutylamide hydrochloride

Lösungsmittel

methylene chloride methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction solution is then concentrated by evaporation in vacuo
2. 2
   Extraktionthe whole is extracted
3. 3
   ExtraktionThe aqueous phase is extracted three times with diethyl ether
4. 4
   Sonstigeto remove nitrophenol
5. 5
   Extraktionsaturated with NaCl and extracted with tetrahydrofuran
6. 6
   TrocknenThe organic phase is dried with Na2SO4
7. 7
   Einengenconcentrated by evaporation
8. 8
   SonstigeThe residue is triturated with diethyl ether
9. 9
   Sonstigeyields a crystalline powder which
10. 10
    Sonstigeis recrystallised from ethyl acetate

Vorschrift

1,4-diaminobutane and 2-{2-[(2,6-dichlorophenyl)-amino]-phenyl}-acetic acid p-nitrophenyl ester are allowed to react for 8 hours at room temperature in methylene chloride/methanol (1:1). The reaction solution is then concentrated by evaporation in vacuo, the residue is taken up in tetrahydrofuran and the whole is extracted by shaking with 2N hydrochloric acid. The aqueous phase is extracted three times with diethyl ether to remove nitrophenol and is then saturated with NaCl and extracted with tetrahydrofuran. The organic phase is dried with Na2SO4 and concentrated by evaporation. The residue is triturated with diethyl ether and yields a crystalline powder which is recrystallised from ethyl acetate. 2-{2-[(2,6-dichlorophenyl)-amino]-phenyl}-acetic acid 4-aminobutylamide hydrochloride is obtained in the form of its ethyl acetate solvate; m.p. 137°-140°; Rf =0.177 (CHCl3 :methanol:concentrated aqueous ammonia solution=10:10:0.1).

Quelle