Reacción #45936

Ecuación de reacción

mesylate

N,N-diethylaminopropanol

3-nitrophenol

potassium carbonate

→

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

Disolventes

H2O

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling to rt
2. 2
   Extracciónextracted with EtOAc (2×15 mL)
3. 3
   LavadoThe combined organic layers were washed with brine
4. 4
   Secadodried over sodium sulfate
5. 5
   OtroEvaporation of the solvent in vacuuo

Procedimiento

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.

Fuente