Ethanol → 4-(Piperidin-4-ylideneaminooxy)-piperidine-1-carboxylic acid tert-butyl ester

HRID 2066894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2066894
[NH:1]1[CH2:6][CH2:5][C:4](=O)[CH2:3][CH2:2]1.[C:8]([O:12][C:13]([N:15]1[CH2:20][CH2:19][CH:18]([O:21][NH2:22])[CH2:17][CH2:16]1)=[O:14])([CH3:11])([CH3:10])[CH3:9].CC([O-])=O.[Na+].C(O)C>C(Cl)Cl>[C:8]([O:12][C:13]([N:15]1[CH2:16][CH2:17][CH:18]([O:21][N:22]=[C:4]2[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]2)[CH2:19][CH2:20]1)=[O:14])([CH3:11])([CH3:9])[CH3:10]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 337214-PiperidoneHCID 517045Sodium AcetateHCID 24729482tert-Butyl 4-(aminooxy)piperidine-1-carboxylate

Produkt 1

HCID 583335984-(Piperidin-4-ylideneaminooxy)-piperidine-1-carboxylic acid tert-butyl esterAusbeute 99,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-piperidinone (2.5 mmol) in 25 mL of DCM, was added 69b (0.43 g, 2 mmol). The mixture was stirred at room temperature for 2 h. NaOAc (0.27 g, 2 mmol) and ethanol (10 mL) were added and the reaction mixture was heated at 70° C. for 2 h. The solution was allowed to cool down to room temperature and the ethanol was evaporated. The residue was extracted with ethyl acetate, washed with water, dried and concentrated to give 0.59 g of 69c.

Aufarbeitung

  1. temperaturethe reaction mixture was heated at 70° C. for 2 h
  2. temperatureto cool down to room temperature
  3. customthe ethanol was evaporated
  4. extractionThe residue was extracted with ethyl acetate
  5. washwashed with water
  6. customdried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-18f80c420105424ab0f2180faf278b0b
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08293729B2

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