Diethyl Ether → Ethyl 1-benzoylpiperidine-4-carboxylate

HRID 962729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 962729
[NH:1]1[CH2:11][CH2:10][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:3][CH2:2]1.CCOCC.C(=O)([O-])[O-].[Na+].[Na+].[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C(OCC)(=O)C.O>[C:23]([N:1]1[CH2:2][CH2:3][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:10][CH2:11]1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Komponenten

7

Edukt 4

HCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 10340Sodium CarbonateHCID 70770Ethyl 4-piperidinecarboxylate

Produkt 1

HCID 735824Ethyl 1-benzoylpiperidine-4-carboxylateAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a ice cold, stirred mixture of 55 g of ethyl isonipecotate, 200 mL of ether, 200 mL of saturated sodium carbonate and 200 mL of water was added dropwise 40 mL of benzoyl chloride. The resulting mixture was allowed to warm and stir overnight, diluted with 200 mL of ethyl acetate and separated. The organic layer was washed with 200 mL of 1N hydrochloric acid, dried over MgSO4, and concentrated. Drying the residue under vacuum gave 83.3 g (92%) of ethyl 1-benzoyl-4-piperidinecarboxylate as a white solid.

Aufarbeitung

  1. temperatureto warm
  2. customseparated
  3. washThe organic layer was washed with 200 mL of 1N hydrochloric acid
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customDrying the residue under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d65b9e2e83804b12b1091a73126a5e22
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05760054

Notizen zur Reaktion

Wird geladen…