Cornforth reagent → 5,6-dihydro-6-methoxy-2H-pyran-3(4H)-one

HRID 2299109Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2299109
C1C=C[NH+]=CC=1.C1C=C[NH+]=CC=1.[O-][Cr](O[Cr]([O-])(=O)=O)(=O)=O.[CH3:22][O:23][CH:24]1[O:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]1>C(Cl)Cl>[CH3:22][O:23][CH:24]1[O:29][CH2:28][C:27](=[O:30])[CH2:26][CH2:25]1

Komponenten

4

Edukt 2

HCID 2724130Cornforth reagentHCID 122006502H-Pyran-3-ol, tetrahydro-6-methoxy-

Produkt 1

HCID 1282735,6-dihydro-6-methoxy-2H-pyran-3(4H)-oneAusbeute 25,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

PDC (6.0 g, 28 mmol) was added to a solution of 6-methoxytetrahydro-2H-pyran-3-ol (2.0 g, 15 mmol) from step (394a) in methylene chloride (50 ml) at room temperature. The reaction was stirred overnight, filtered through silica gel and concentrated to give an oil. The product was distilled at 35° C. at 1000 mtorr pressure to give the 6-methoxydihydro-2H-pyran-3-(4H)-one (0.5 g, 25%) as an oil.

Aufarbeitung

  1. filtrationfiltered through silica gel
  2. concentrationconcentrated
  3. customto give an oil
  4. distillationThe product was distilled at 35° C. at 1000 mtorr pressure

Quellen und Nachweise

ORD-Eintrag
ord-f135f214a31248988c78dccee744c0c9
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06495565B2

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