2-Ethylcyclohexanol → 2-Ethylcyclohexanone

HRID 1861870

Reaktionsgleichung

Reaktionsgleichung von HRID 1861870
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]1[OH:20])[CH3:13]>C(Cl)Cl>[CH2:12]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C:15]1=[O:20])[CH3:13]

Komponenten

4

Edukt 2

HCID 195762-EthylcyclohexanolHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 204742-EthylcyclohexanoneAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Celite (25 g) and pyridinium chlorochromate (PCC, 25 g, 1.5 eq, 0.12 moles) were added consecutively to a solution of commercially available 2-ethylcyclohexanol (10 g, 78 mmol) in 300 mL CH2Cl2. The resulting reaction mixture was stirred at room temperature for 1 hour after which it was filtered and concentrated on the rotary evaporator. The residue was purified by column chromatography using EtOAc/hex (1:2) as eluant to give 7.57 g (77%) of the title ketone. Spectroscopic data: 1H NMR (CDCl3, 300 MHz) δ=0.89 (t, 3H, J=7.47 Hz), 1.18-1.45 (m, 2H), 1.63-1.89 (m, 4H), 1.99-2.42 (m, 5H).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. filtrationwas filtered
  3. concentrationconcentrated on the rotary evaporator
  4. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-abc4cba82cbb4b16a1f8f5540e87971f
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06534542B2

Verknüpfte Notizen

Wird geladen…