反応 #452422

反応方程式

5-chloro-2-pentanone

dimethylamine hydrochloride

potassium carbonate

→

desired product

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

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度at reflux for 2 hours
2. 2
   温度The reaction mixture was then cooled to room temperature
3. 3
   その他partitioned between water and dichloromethane
4. 4
   その他The phases were separated
5. 5
   抽出the aqueous phase again extracted with dichloromethane
6. 6
   乾燥dried over sodium sulfate
7. 7
   濃縮concentrated under reduced pressure
8. 8
   洗浄eluting with dichloromethane containing 10% methanol and 1% ammonium hydroxide
9. 9
   濃縮concentrated under reduced pressure

実験手順

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.

出典