3-Methylpicolinic acid → 3-Methylpiperidine-2-carboxylic acid

HRID 449817

Reaktionsgleichung

Reaktionsgleichung von HRID 449817
[CH3:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1>CCO.O.O=[Pt]=O>[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C@H:3]1[C:8]([OH:10])=[O:9]

Komponenten

5

Edukt 1

HCID 2687573-Methylpicolinic acid

Produkt 1

HCID 401539623-Methylpiperidine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3-Methylpicolinic acid (10 g, 72.9 mmol) in EtOH (80 mL) and water (80 mL) was treated with PtO2 (4 g) and placed under a H2 atmosphere (60 psi). The mixture was shaken vigorously for 18 h, and then the PtO2 was degassed via vacuum for 30 min. The mixture was filtered through a Celite pad, which was washed with EtOH (3 50 mL) and H2O (3 80 mL). The solution was concentrated to afford (+/−) cis-3-methylpiperidine-2-carboxylic acid, which was used without further purification.

Aufarbeitung

  1. customthe PtO2 was degassed via vacuum for 30 min
  2. filtrationThe mixture was filtered through a Celite pad, which
  3. washwas washed with EtOH (3 50 mL) and H2O (3 80 mL)
  4. concentrationThe solution was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-1705527840254205bd72188297bab1f7
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486938B2

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