Reaktion #45936

Reaktionsgleichung

mesylate

N,N-diethylaminopropanol

3-nitrophenol

potassium carbonate

→

N,N-diethyl-N-[3-(3-nitrophenoxy)propyl]amine

Lösungsmittel

H2O

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to rt
2. 2
   Extraktionextracted with EtOAc (2×15 mL)
3. 3
   WaschenThe combined organic layers were washed with brine
4. 4
   Trocknendried over sodium sulfate
5. 5
   SonstigeEvaporation of the solvent in vacuuo

Vorschrift

To a stirred solution of 3-nitrophenol (2 mmol) in DMF (6 mL) at rt, solid potassium carbonate (4 mmol) was added. A solution of the mesylate of N,N-diethylaminopropanol (2.2 mmol) in DMF (2 mL) was then added to the reaction mixture and heated to 80° C. until completion, according to General Procedure Q1, as indicated by TLC or HPLC. After cooling to rt, the reaction mixture was then treated with cold H2O (15 mL), and extracted with EtOAc (2×15 mL). The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of the solvent in vacuuo afforded the desired N,N-diethyl-N-[3-(3-nitrophenoxy)propyl]amine. The crude product was used directly for further transformation.

Quelle