Reaktion #58888

Reaktionsgleichung

3′-amino-acetophenone

THF

triethyl amine

→

product

Ausbeute 85.0%

N-(3-Acetyl-phenyl)-2-dimethylamino-acetamide

Ausbeute 85.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with Et2O
2. 2
   SonstigeThe organic phase was dried
3. 3
   Sonstigethe solvent was removed under reduced pressure
4. 4
   Sonstigegiving the pure product
5. 5
   Temperaturthe mixture was refluxed for 4 hours
6. 6
   SonstigeEthanol was removed under reduced pressure
7. 7
   workup.DISSOLUTIONthe product was dissolved in EtOAc
8. 8
   Waschenwashed with 2M NaOH (aq)
9. 9
   SonstigeEtOAc was removed under reduced pressure

Vorschrift

A solution of 3′-amino-acetophenone (25 mmol) in THF (100 mL) was added chloroacyl chloride (30 mmol). The mixture was stirred for 30 min, poured into ice cold 2M NaOH (aq) and extracted with Et2O. The organic phase was dried and the solvent was removed under reduced pressure giving the pure product. A solution of the product (10 mmol) and triethyl amine (30 mmol) in ethanol was added amine (20 mmol) and the mixture was refluxed for 4 hours. Ethanol was removed under reduced pressure and the product was dissolved in EtOAc and washed with 2M NaOH (aq). EtOAc was removed under reduced pressure giving the product as pure brown oil in 85% yield. 1H-NMR (CDCl3) 5 9.31 (s, 1H), 8.05 (m, 2H), 7.72 (dt,1H), 7.46 (t, 1H), 3.11 (s, 2H), 2.62 (s, 3H), 2.41 (s,.6H).

Quelle