Hydrochloric Acid → 2-Ethylcyclohexan-1-amine

HRID 988966

Reaktionsgleichung

Reaktionsgleichung von HRID 988966
[CH2:1]([CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C:4]1=[N:9]O)[CH3:2].[Na].Cl>C(O)C.O>[CH2:1]([CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[NH2:9])[CH3:2]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 5746222-Ethyl-1-(hydroxyimino)cyclohexaneHCID 5360545Sodium2×

Produkt 1

HCID 5448542-Ethylcyclohexan-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturethe reaction was heated
  2. customEthanol was removed in vacuo
  3. washThe aqueous layer was washed with ether (10 mL)
  4. additiontreated with aqueous KOH (25 mL)
  5. extractionextracted with ether (3×20 mL)
  6. washThe combined organic extracts were washed with brine (20 mL)
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9b755afaf4c2491d9fdf95ef02f48bd0
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06638927B2

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