1-(dihydro-2H-pyran-4(3H)-ylidene)propan-2-one → 1-(Oxan-4-yl)propan-2-one

HRID 549236

Reaktionsgleichung

Reaktionsgleichung von HRID 549236
[O:1]1[CH2:6][CH2:5][C:4](=[CH:7][C:8]([CH3:10])=[O:9])[CH2:3][CH2:2]1>C(OCC)(=O)C>[O:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([CH3:10])=[O:9])[CH2:3][CH2:2]1

Komponenten

3

Edukt 1

HCID 229657531-(dihydro-2H-pyran-4(3H)-ylidene)propan-2-one

Produkt 1

HCID 217243441-(Oxan-4-yl)propan-2-oneAusbeute 93,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 1-tetrahydro-4H-pyran-4-ylideneacetone (4.0 g, 28.5 mmol) in ethyl acetate was added to a Parr vessel. The vessel was purged with nitrogen, and 10% palladium on carbon (400 mg) was added. The vessel was shaken under hydrogen pressure (50 psi, 3.4×105 Pa) for approximately ten minutes, and the reaction mixture was filtered through a layer of CELITE filter agent. The filter cake was washed with ethyl acetate. The filtrate was concentrated under reduced pressure, and the residue was dried under a stream of nitrogen to provide 3.80 g of 1-tetrahydro-2H-pyran-4-ylacetone as a colorless oil.

Aufarbeitung

  1. customThe vessel was purged with nitrogen, and 10% palladium on carbon (400 mg)
  2. additionwas added
  3. filtrationthe reaction mixture was filtered through a layer of CELITE filter agent
  4. washThe filter cake was washed with ethyl acetate
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was dried under a stream of nitrogen

Quellen und Nachweise

ORD-Eintrag
ord-b973572914c242aa9fe9f04aacbe7492
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943636B2

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