4-Piperidinecarboxamide → 1-Benzylpiperidine-4-carboxamide

HRID 239105

Reaktionsgleichung

Reaktionsgleichung von HRID 239105
[CH2:1](Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:9]1[CH2:14][CH2:13][CH:12]([C:15]([NH2:17])=[O:16])[CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([N:9]1[CH2:14][CH2:13][CH:12]([C:15]([NH2:17])=[O:16])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 37724-PiperidinecarboxamideHCID 7503Benzyl ChlorideHCID 11430Potassium Carbonate

Produkt 1

HCID 7831561-Benzylpiperidine-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

10.2 mL benzylchloride was added to 10 g piperidine-4-carboxylic acid amide and 21.6 g potassiumcarbonate in 280 mL DMF at 5° C. The reaction was stirred over night at RT. The solvent was removed and the residue was dissolved in water and dichlormethane. The organic layer was separated and evaporated. The residue was purified by column chromatographie (silica gel, eluent: dichlormethane/methanol 95:5 to 90:10) to give 9.8 g of the desired product.

Aufarbeitung

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in water
  3. customThe organic layer was separated
  4. customevaporated
  5. customThe residue was purified by column chromatographie (silica gel, eluent: dichlormethane/methanol 95:5 to 90:10)

Quellen und Nachweise

ORD-Eintrag
ord-d51ef4104a7f48138255f28aebcc2c3c
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642774B2

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