Reaktion #452422

Reaktionsgleichung

5-chloro-2-pentanone

dimethylamine hydrochloride

potassium carbonate

→

desired product

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

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 2 hours
2. 2
   TemperaturThe reaction mixture was then cooled to room temperature
3. 3
   Sonstigepartitioned between water and dichloromethane
4. 4
   SonstigeThe phases were separated
5. 5
   Extraktionthe aqueous phase again extracted with dichloromethane
6. 6
   Trocknendried over sodium sulfate
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   Wascheneluting with dichloromethane containing 10% methanol and 1% ammonium hydroxide
9. 9
   Einengenconcentrated under reduced pressure

Vorschrift

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.

Quelle