Potassium Carbonate → 1-(2-Tetrahydrofurylmethyl)piperid-4-one oxime

HRID 622679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 622679
[NH:1]1[CH2:6][CH2:5][C:4](=[N:7][OH:8])[CH2:3][CH2:2]1.CS(O[CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][O:16]1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C(C)C>[O:16]1[CH2:17][CH2:18][CH2:19][CH:15]1[CH2:14][N:1]1[CH2:6][CH2:5][C:4](=[N:7][OH:8])[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 266119(Tetrahydrofuran-2-yl)methyl methanesulfonateHCID 12849639N-Piperidin-4-ylidenehydroxylamine

Produkt 1

HCID 212915121-(2-Tetrahydrofurylmethyl)piperid-4-one oximeAusbeute 535,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7909Methyl Isobutyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of piperid-4-one oxime (46 g; 0.04 moles), 2-tetrahydrofurylmethyl methanesulphonate (79.3 g; 0.44 moles) and anhydrous potassium carbonate (56.5 g; 0.40 moles) in methyl isobutyl ketone (625 ml), was boiled under reflux with stirring for 48 hours. After cooling, the reaction mixture was washed with brine, dried (Na2SO4), and the solvent removed in vacuo. The residue was crystallised from diisopropyl ether to give 1-(2-tetrahydrofurylmethyl)-piperid-4-one oxime (42.5 g), m.p. 104°-106°.

Aufarbeitung

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customthe solvent removed in vacuo
  6. customThe residue was crystallised from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-de99814f1c6945d2932bb6a066032068
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04772618

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