2-Benzylidenecyclohexanone → HCID 12118799, Verbindung

HRID 1737175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1737175
[CH:1](=[C:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Ni].CO>[CH2:1]([C@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:1]([C@@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 1

HCID 989262-Benzylidenecyclohexanone

Produkt 2

HCID 12118799HCID 12118799, VerbindungAusbeute 88 %HCID 12283992Cyclohexanol, 2-(phenylmethyl)-, cis-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Then, 10 g of 2-benzylidenecyclohexanone were hydrogenated at room temperature using 1 g of Raney nickel in methanol under hydrogen pressure (3 kg/cm2) until the absorption of hydrogen was stopped. After an organic layer was collected by decantation and concentrated, the residue was purified by column chromatography, thereby obtaining 4.6 g of cis-2-benzylcyclohexanol and 4.4 g of trans-2-benzylcyclohexanol (yield: 88% in total).

Aufarbeitung

  1. customwere hydrogenated at room temperature
  2. customuntil the absorption of hydrogen
  3. customAfter an organic layer was collected by decantation
  4. concentrationconcentrated
  5. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-66b69874a6dd4b8db91e126567b090d3
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05962403

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