3-(Cyclohexen-1-yl)-1-nitrobenzene → 3-Cyclohexylbenzenamine

HRID 7056

Reaktionsgleichung

Reaktionsgleichung von HRID 7056
[C:1]1([C:7]2[CH:8]=[C:9]([N+:13]([O-])=O)[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1>C(O)C.[Pd]>[CH:1]1([C:7]2[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=2)[NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

4

Edukt 1

HCID 220196423-(Cyclohexen-1-yl)-1-nitrobenzene

Produkt 1

HCID 113212613-CyclohexylbenzenamineAusbeute 78,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

3-(Cyclohexen-1-yl)-1-nitrobenzene(7.5 g) is dissolved in ethanol (150 ml), and thereto is added 10% palladium on carbon (750 mg), and the mixture is subjected to catalytic hydrogenation at 25° C. The catalyst is removed by filtration, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (5.1 g).

Aufarbeitung

  1. customis subjected to catalytic hydrogenation at 25° C
  2. customThe catalyst is removed by filtration
  3. customthe solvent is evaporated under reduced pressure
  4. customThe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-12d171e79ec8486d858f0a836123bd8b
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084176B2

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