Diethyl Ether → p-Cyclohexylbenzaldehyde

HRID 636152

Reaktionsgleichung

Reaktionsgleichung von HRID 636152
C1OCCOCCOCCOCCOCCOC1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH:30]1([C:36]2[CH:43]=[CH:42][C:39]([CH2:40][OH:41])=[CH:38][CH:37]=2)[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1.CCOCC>C(Cl)(Cl)Cl>[CH:30]1([C:36]2[CH:37]=[CH:38][C:39]([CH:40]=[O:41])=[CH:42][CH:43]=2)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 2855718-Crown-6HCID 22492024(4-Cyclohexylphenyl)methanolHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 119689p-Cyclohexylbenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

18-Crown-6 (Aldrich; 4 molar eq.) and pyridinium chlorochromate (Aldrich; 4 molar eq.) were added together in chloroform and stirred for 20 minutes. 4-Cyclohexylbenzylalcohol (from Example D22 below; 1 molar eq.) was added and stirring continued for 3 hours. Ether was added and the mixture filtered through a plug of silica eluting with ether. The solvent was removed via rotary evaporation. The residue was dissolved in ether and washed with water. The organic layer was dried over Na2SO4, filtered, and concentrated.

Aufarbeitung

  1. stirringstirring
  2. waitcontinued for 3 hours
  3. filtrationthe mixture filtered through a plug of silica eluting with ether
  4. customThe solvent was removed via rotary evaporation
  5. dissolutionThe residue was dissolved in ether
  6. washwashed with water
  7. dry with materialThe organic layer was dried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ad55b80dab7b4b94806b68929f69acf1
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06191166B1

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