5-Aminoisoquinoline → 5-Amino-1,2,3,4-tetrahydroisoquinoline

HRID 1872692

Reaktionsgleichung

Reaktionsgleichung von HRID 1872692
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2>C(O)(=O)C.S(=O)(=O)(O)O.[Pt]=O>[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][NH:6][CH2:7]2

Komponenten

5

Edukt 1

HCID 707665-Aminoisoquinoline

Produkt 1

HCID 162174995-Amino-1,2,3,4-tetrahydroisoquinolineAusbeute 63,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 82844Platinum oxide (PtO)KatalysatorHCID 176Acetic AcidLösungsmittelHCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A solution of 5-aminoisoquinoline (10 g, 69 mmol) in glacial acetic acid (150 ml) and concentrated sulfuric acid (1 ml) was hydrogenated over platinum oxide (1 g) at 55 psi for 20h. The acetic acid was then removed in vacuo and the residue treated with saturated aqueous potassium carbonate (100 ml) and extracted with dichloromethane. The organic layer was dried over sodium sulfate and concentrated in vacuo to afford the title compound (6.45 g).

Aufarbeitung

  1. customThe acetic acid was then removed in vacuo
  2. additionthe residue treated with saturated aqueous potassium carbonate (100 ml)
  3. extractionextracted with dichloromethane
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5a34c24bdfef4d0aaf46bd3e42941566
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06110934

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