Reaktion #77827

Reaktionsgleichung

3-(4-Formylbenzoylamino)propionic acid methyl ester

4-cyclohex-1-enylaniline

Sodium cyano borohydride

→

3-{4-[(4-cyclohex-1-enylphenylamino)methyl]benzoylamino}propionic acid methyl ester

Ausbeute 21.3%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGthe resulting mixture was stirred at room temperature for 4 days
3. 3
   FiltrationFiltration
4. 4
   Sonstigeafforded
5. 5
   Sonstige7.1 g of a solid and recrystallisation from methanol

Vorschrift

3-(4-Formylbenzoylamino)propionic acid methyl ester (10 g, 42.5 mmol) was dissolved in methanol (100 ml). With mechanical stirring a solution of 4-cyclohex-1-enylaniline (7.4 g, 42.5 mmol) in methanol (15 ml) was added and the resulting suspension was stirred at room temperature for 2.5 hours. Sodium cyano borohydride (4.01 g, 63.8 mmol) was added in portions and the resulting mixture was stirred at room temperature for 4 days. Filtration afforded 7.1 g of a solid and recrystallisation from methanol afforded 3.55 g of 3-{4-[(4-cyclohex-1-enylphenylamino)methyl]benzoylamino}propionic acid methyl ester.

Quelle