2-Cyclohexen-1-one, 3,5-dimethyl-4-(3-methyl-2-buten-1-yl)- → 3,5-Dimethyl-4-(3-methyl-2-butenyl) cyclohexanone

HRID 2286141Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2286141
[CH3:1][C:2]1[CH:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])[CH:6]([CH3:13])[CH2:5][C:4](=[O:14])[CH:3]=1.[H][H]>[OH-].[K+].[Pd]>[CH3:1][CH:2]1[CH:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])[CH:6]([CH3:13])[CH2:5][C:4](=[O:14])[CH2:3]1

Komponenten

5

Edukt 2

HCID 936962-Cyclohexen-1-one, 3,5-dimethyl-4-(3-methyl-2-buten-1-yl)-HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 204692633,5-Dimethyl-4-(3-methyl-2-butenyl) cyclohexanoneAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

A solution of 3,5-dimethyl-4-(3-methyl-2-butenyl)-2-cyclohexen-1-one (8.2 g, 0.043 mol) in 0.3 M ethanolic KOH (16 mL) was hydrogenated at room temperature and 1 atmosphere over 5% palladium on carbon (0.8 g). After uptake of 1 equivalent of hydrogen, the solution was filtered through Celite and concentrated. The residue was partitioned between hexane and water; then the hexane layer was dried (Na2SO4) and the solvent removed on a rotary evaporator. Kugelrohr distillation gave 7.3 g of 3,5-dimethyl-4-(3-methyl-2-butenyl) cyclohexanone, bp 115° C./0.5 mm.

Aufarbeitung

  1. customwas hydrogenated at room temperature
  2. concentrationconcentrated
  3. customThe residue was partitioned between hexane and water
  4. dry with materialthen the hexane layer was dried (Na2SO4)
  5. customthe solvent removed on a rotary evaporator
  6. distillationKugelrohr distillation

Quellen und Nachweise

ORD-Eintrag
ord-90c556e4443d4828b49119ceb5ec21c7
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04326996

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