Reaktion #82439

Reaktionsgleichung

beta-alanine

2,4-dinitrofluorobenzene

→

solid

Ausbeute 77.0%

3-(2',4'-Dinitrophenylamino) propionic acid

Ausbeute 77.0%

Lösungsmittel

NaHCO3

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeevaporated
2. 2
   Sonstigeto remove the volatile in vacuo
3. 3
   SonstigeThe residue was transferred to a separatory funnel with water
4. 4
   Waschenwashed twice with ethyl ether
5. 5
   SonstigeThe aqueous layer was acidified with 1N HCl until precipitation
6. 6
   FiltrationThe mixture was filtered
7. 7
   Waschenthe wet cake washed with ether
8. 8
   workup.DISSOLUTIONfrom dissolving the solid in 1M NaHCO3
9. 9
   Waschenwashing the ether
10. 10
    Sonstigeprecipitating with 1N HCl

Vorschrift

To a solution of beta-alanine (1.0 g, 11.1 mmole) in 50 ml of 1M NaHCO3 was added 2,4-dinitrofluorobenzene (10.4 g, 56 mmole) in 100 ml of ethanol. The reaction mixture was stirred at room temperature for 2 hours and evaporated to remove the volatile in vacuo. The residue was transferred to a separatory funnel with water and washed twice with ethyl ether. The aqueous layer was acidified with 1N HCl until precipitation was complete. The mixture was filtered and the wet cake washed with ether. This purification process, starting from dissolving the solid in 1M NaHCO3, washing the ether, and precipitating with 1N HCl, was repeated in the same manner to give yellow solid (1.6 g, 77%). e(MeOH)=7900 (260 nm), 15900 (350 nm). NMR spectral analysis was consistent with the structure.

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