Isoquinolin-5-ol → 1,2,3,4-Tetrahydroisoquinolin-5-ol

HRID 449528

Reaktionsgleichung

Reaktionsgleichung von HRID 449528
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([OH:11])[C:5]=2[CH:4]=[CH:3][N:2]=1>C(O)(=O)C>[CH2:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([OH:11])[C:5]=2[CH2:4][CH2:3][NH:2]1

Komponenten

3

Edukt 1

HCID 30386Isoquinolin-5-ol

Produkt 1

HCID 139482511,2,3,4-Tetrahydroisoquinolin-5-olAusbeute 90,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Isoquinolin-5-ol (Aldrich, Cat. #H33207)(0.75 g, 5.2 mmol) was dissolved in acetic acid (20.0 mL) in a Parr shaker bottle. The reaction was degassed with nitrogen, and the platinum dioxide (0.050 g) was added. The reaction was charged to 55 Psi hydrogen and shaken. After shaking for 24 h. the reaction was complete. This was filtered to remove the catalyst and concentrated under reduced pressure give a dark amber 1,2,3,4-tetrahydroisoquinolin-5-ol (0.70 g, 90%) as an oil. Analytical LCMS (M+H)+: m/z=150.1.

Aufarbeitung

  1. customThe reaction was degassed with nitrogen
  2. additionthe platinum dioxide (0.050 g) was added
  3. additionThe reaction was charged to 55 Psi hydrogen
  4. stirringAfter shaking for 24 h. the reaction
  5. filtrationThis was filtered
  6. customto remove the catalyst
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-57265a60d78f4d2fae3da2db3afff653
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481732B2

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