Reaktion #95974

Reaktionsgleichung

hydrochloric acid

triethylamine

4-nitrophenyl 2-(2,6-dichlorophenyl-amino)-phenyl-acetate

hydrochloride

L-leucyl-L-serine

→

N-{[2-(2,6-dichlorophenyl-amino)-phenyl]-acetyl}-L-leucyl-L-serine

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto react for one hour at room temperature
2. 2
   Sonstigepartitioned between chloroform and water
3. 3
   WaschenAfter washing with water
4. 4
   Sonstigethe organic phase is dried
5. 5
   Sonstigeevaporated
6. 6
   SonstigeAfter recrystallising from a mixture of ethyl acetate and petroleum ether

Vorschrift

1.5 ml of triethylamine are added to a solution of 4.2 g of 4-nitrophenyl 2-(2,6-dichlorophenyl-amino)-phenyl-acetate and 3.6 g of the hydrochloride of the methyl ester of L-leucyl-L-serine in 30 ml of dimethylformamide and the mixture is allowed to react for one hour at room temperature. It is then acidified to pH 5 with 1 N hydrochloric acid and partitioned between chloroform and water. After washing with water, the organic phase is dried and evaporated. The residue is ground with diethyl ether. After recrystallising from a mixture of ethyl acetate and petroleum ether, the methyl ester of N-{[2-(2,6-dichlorophenyl-amino)-phenyl]-acetyl}-L-leucyl-L-serine is obtained as colourless crystals; melting point 216°-218°: [α]D =-30° (c=0.635 in chloroform).

Quelle