2-cyclohexyl-1-ethyl-5-nitro-1H-indole → 2-cyclohexyl-1-ethyl-1H-indol-5-amine

HRID 1947434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1947434
[CH:1]1([C:7]2[N:8]([CH2:19][CH3:20])[C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([N+:16]([O-])=O)=[CH:11][CH:10]=3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>[Pd].C(O)C>[CH:1]1([C:7]2[N:8]([CH2:19][CH3:20])[C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([NH2:16])=[CH:11][CH:10]=3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

4

Edukt 1

HCID 672850022-cyclohexyl-1-ethyl-5-nitro-1H-indole

Produkt 1

HCID 672845702-cyclohexyl-1-ethyl-1H-indol-5-amineAusbeute 91,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a suspension of 10% Pd/C (380 mg, 0.36 mmol) in 95° ethanol (50 ml) a solution of 2-cyclohexyl-1-ethyl-5-nitro-1H-indole (4.8 g; 18 mmol) in 95° ethanol (100 ml) was added and the mixture underwent hydrogenation in a Parr hydrogenator (H2, 30 psi) for 4 hours. The residue was filtered under vacuum through Celite to remove the catalyst and the solvent evaporated to give crude 2-cyclohexyl-1-ethyl-1H-indol-5-amine (4 g) which was used without any further purification.

Aufarbeitung

  1. additionwas added
  2. filtrationThe residue was filtered under vacuum through Celite
  3. customto remove the catalyst
  4. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-42065b700b2040ae9ead90ef3ec11dd2
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399477B2

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