Isoquinoline → Decahydroisoquinoline

HRID 542254

Reaktionsgleichung

Reaktionsgleichung von HRID 542254
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1>[C].[Ru]>[CH2:1]1[CH:10]2[CH:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:4][CH2:3][NH:2]1

Komponenten

3

Edukt 1

HCID 8405Isoquinoline

Produkt 1

HCID 97812DecahydroisoquinolineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178503044HCID 178503044, VerbindungKatalysator

Versuchsvorschrift

In an autoclave, 120 g (0.93 mol) of the aforementioned desulfurized isoquinoline 6 g of 5% ruthenium-carbon (Ru/C) catalyst were subjected to hydrogenation at a temperature of 180° C. under a hydrogen pressure of 140 kg/cm2 ·G for 60 hours. The total amount of hydrogen absorbed during the reaction was 4.9 moles and the molar ratio of the absorbed hydrogen to isoquinoline was 5.3. The reaction mixture obtained after separation of the catalyst by filtration was analyzed by gas chromatography. It was found to contain 88% of decahydroisoquinoline. By distilling this reaction mixture, 98 g (76% in yield) of decahydroisoquinoline (197° C. to 210° C. fraction) was obtained. The trans/cis ratio of this decahydroisoquinoline was found to be 6/4.

Aufarbeitung

  1. customwere subjected to hydrogenation at a temperature of 180° C. under a hydrogen
  2. custom·G for 60 hours
  3. customThe total amount of hydrogen absorbed during the reaction
  4. customThe reaction mixture obtained
  5. customafter separation of the catalyst
  6. filtrationby filtration
  7. distillationBy distilling this reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-a712f8464aa642a5a99a1f420a63e56f
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04656279

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