Reaktion #977547

Reaktionsgleichung

sodium

HCl

2-ethyl-1-(hydroxyimino)cyclohexane

sodium

→

2-ethylcyclohexylamine

Lösungsmittel

water

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction was heated
2. 2
   SonstigeEthanol was removed in vacuo
3. 3
   WaschenThe aqueous layer was washed with ether (10 mL)
4. 4
   workup.ADDITIONtreated with aqueous KOH (25 mL)
5. 5
   Extraktionextracted with ether (3×20 mL)
6. 6
   WaschenThe combined organic extracts were washed with brine (20 mL)
7. 7
   Trocknendried over sodium sulfate
8. 8
   Einengenconcentrated in vacuo

Vorschrift

To the solution of 2-ethyl-1-(hydroxyimino)cyclohexane (6.8 g, 48.5 mmol) in ethanol (75 mL) were added sodium pieces (about 8.0 g) in portions, and the reaction was heated to reflux at 110° C. overnight. More sodium pieces were added, and the reaction was stirred for another 6 hours. The reaction was treated with concentrated HCl (12 M, 4.0 mL) in water (25 mL). Ethanol was removed in vacuo. The aqueous layer was washed with ether (10 mL), and treated with aqueous KOH (25 mL) and extracted with ether (3×20 mL). The combined organic extracts were washed with brine (20 mL), dried over sodium sulfate, and concentrated in vacuo to give 2-ethylcyclohexylamine as an off-white oil.

Quelle