Methanol → 2-Hydroxy-6-methylpyridine-3-carbaldehyde

HRID 657161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657161
[OH:1][CH2:2][C:3]1[C:4](=[O:10])[NH:5][C:6]([CH3:9])=[CH:7][CH:8]=1.C1COCC1.CO>C(Cl)Cl.O=[Mn]=O>[CH3:9][C:6]1[NH:5][C:4](=[O:10])[C:3]([CH:2]=[O:1])=[CH:8][CH:7]=1

Komponenten

6

Edukt 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 202160783-(Hydroxymethyl)-6-methylpyridin-2(1H)-one

Produkt 1

HCID 127224622-Hydroxy-6-methylpyridine-3-carbaldehydeAusbeute 101 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
57 °C

Versuchsvorschrift

3-(hydroxymethyl)-6-methyl-2(1H)-pyridinone (2.0 g, 13 mmol) was dissolved in CH2Cl2(80 mL), THF (80 mL) and MeOH (5 mL), MnO2 (3.7 g, 43 mmol) was added. The reaction mixture was heated at 57° C. for 18 hours. The reaction was filtered through a pad of Celite® and concentrated to give a solid (1.8 g, 90%). LCMS (ES+) m/z 138 (MH+).

Aufarbeitung

  1. filtrationThe reaction was filtered through a pad of Celite®
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-38e5c289d77b47e98b517c9b86820670
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071592B2

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