Reacción #452422

Ecuación de reacción

5-chloro-2-pentanone

dimethylamine hydrochloride

potassium carbonate

→

desired product

N,N-dimethyl-5-amino-2-pentanone

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 2 hours
2. 2
   TemperaturaThe reaction mixture was then cooled to room temperature
3. 3
   Otropartitioned between water and dichloromethane
4. 4
   OtroThe phases were separated
5. 5
   Extracciónthe aqueous phase again extracted with dichloromethane
6. 6
   Secadodried over sodium sulfate
7. 7
   Concentraciónconcentrated under reduced pressure
8. 8
   Lavadoeluting with dichloromethane containing 10% methanol and 1% ammonium hydroxide
9. 9
   Concentraciónconcentrated under reduced pressure

Procedimiento

A mixture of 21.77 gm (180.5 mMol) 5-chloro-2-pentanone, 13.40 gm (164.3 mMol) dimethylamine hydrochloride and 50.0 gm (361.8 mMol) potassium carbonate in 150 mL acetonitrile was stirred at room temperature for 2 days and then at reflux for 2 hours. The reaction mixture was then cooled to room temperature and partitioned between water and dichloromethane. The phases were separated and the aqueous phase again extracted with dichloromethane. All organic phases were combined, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with dichloromethane containing 10% methanol and 1% ammonium hydroxide. Fractions shown to contain product were combined and concentrated under reduced pressure. The desired product was then isolated by distillation.

Fuente