1-Benzyl-4-(pyridin-3-YL)piperidin-4-OL → 4-(Pyridin-3-yl)piperidin-4-ol

HRID 1643433

Reaktionsgleichung

Reaktionsgleichung von HRID 1643433
C([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)([OH:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO.C(Cl)(Cl)Cl>[N:17]1[CH:18]=[CH:19][CH:20]=[C:15]([C:11]2([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:16]=1

Komponenten

6

Edukt 2

HCID 10940791-Benzyl-4-(pyridin-3-YL)piperidin-4-OLHCID 2723923Ammonium formate

Produkt 1

HCID 49891674-(Pyridin-3-yl)piperidin-4-ol

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel2×HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
68 °C

Versuchsvorschrift

(Apparatus: 1 I three-necked flask with condenser) Palladium on charcoal (10%, catalytic amount) was added to a solution of 1-benzyl-4-(pyridin-3-yl)piperidin-4-ol (32 g) in methanol (220 ml), followed by ammonium formate solution (22.7 g in 50 ml of water). The reaction mixture was refluxed at 68° C. overnight. Thin layer chromatography control: 20% methanol in chloroform. The mixture was filtered over Celite and the filtrate was concentrated in vacuo. The residue was washed with acetone (100 ml) in order to obtain the desired compound in a pure form. Yield: 17.3 g (81%)

Aufarbeitung

  1. filtrationThe mixture was filtered over Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. washThe residue was washed with acetone (100 ml) in order

Quellen und Nachweise

ORD-Eintrag
ord-e09f3ab50bd2422d8bb92ccb82c28e45
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119805B2

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