3-nitro-5,6,7,8-tetrahydroquinoline → 5,6,7,8-tetrahydroquinolin-3-amine

HRID 1768754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1768754
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12]=2[CH:13]=1)([O-])=O>CO.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12]=2[CH:13]=1

Komponenten

4

Edukt 1

HCID 110303733-nitro-5,6,7,8-tetrahydroquinoline

Produkt 1

HCID 106543695,6,7,8-tetrahydroquinolin-3-amineAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A suspension of 15.8 g of 3-nitro-5,6,7,8-tetrahydroquinoline [synthesized according to the method as described in Bull. Chem. Soc. Jpn. Vol. 63 (1990), 2820] and 1.6 g of 5% palladium carbon in 300 ml of methanol is hydrogenerated at ordinary temperature under atmospheric pressure. The catalyst is filtered off, and the filtrate is concentrated in vacuo to remove the solvent. The resultant crude product is recrystallized from methylene chloride-isopropyl ether to give 12.76 g of the titled compound 1. Yield: 97%

Aufarbeitung

  1. customsynthesized
  2. filtrationThe catalyst is filtered off
  3. concentrationthe filtrate is concentrated in vacuo
  4. customto remove the solvent
  5. customThe resultant crude product is recrystallized from methylene chloride-isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-c29840ef666e4471a41ec3482ef0cff0
Quelldatensatz
uspto-grants-1995_01
Patentnummer
US05378848

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