Reaktion #353542

Reaktionsgleichung

(S)-2-(4-chlorobenzenesulfonylamino)hexanoic acid

ethyl 4-aminophenylacetate

N,N'-dicyclohexylcarbodiimide

→

(S)-2-(4-chlorobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)hexanamide

Ausbeute 32.6%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated
2. 2
   workup.ADDITIONpoured in a saturated saline solution
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe combined ethyl acetate layers were washed with a saturated saline solution
5. 5
   Trocknendried over Na2SO4
6. 6
   SonstigeThe solvent was evaporated under reduced pressure
7. 7
   Sonstigethe resulting crude product was recrystallized from ethanol

Vorschrift

(S)-2-(4-chlorobenzenesulfonylamino)hexanoic acid (3 g) and ethyl 4-aminophenylacetate (2.116 g) were dissolved in dichloromethane (50 ml). To the solution, N,N'-dicyclohexylcarbodiimide (2.43 g) was added, and then the whole was stirred at room temperature overnight under argon. The reaction mixture was concentrated, poured in a saturated saline solution and extracted with ethyl acetate. The combined ethyl acetate layers were washed with a saturated saline solution and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the resulting crude product was recrystallized from ethanol to obtain (S)-2-(4-chlorobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)hexanamide (1.493 g).

Quelle