4-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine → 2-(3,4,5-Trimethoxyphenyl)pyridine-4-carboaldehyde

HRID 1634894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1634894
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[CH:4]=1>C1C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH3:20][O:19][C:11]1[CH:10]=[C:9]([C:5]2[CH:4]=[C:3]([CH:2]=[O:1])[CH:8]=[CH:7][N:6]=2)[CH:14]=[C:13]([O:15][CH3:16])[C:12]=1[O:17][CH3:18]

Komponenten

4

Edukt 1

HCID 161259364-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)pyridine

Produkt 1

HCID 186750102-(3,4,5-Trimethoxyphenyl)pyridine-4-carboaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysator2×HCID 241BenzeneLösungsmittel

Versuchsvorschrift

4-Hydroxymethyl-2-(3,4,5-Trimethoxyphenyl)pyridine (1.01 g) was dissolved in benzene (10 mL), and to the solution activated manganese dioxide (purity: 85%, 3.78 g) was added. The mixture was stirred at room temperature for 5 hours, and activated manganese dioxide (purity: 85%, 3.78 g) was additionally added. The mixture was stirred overnight. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1) to obtain the title compound.

Aufarbeitung

  1. additionwas added
  2. stirringThe mixture was stirred overnight
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-9b766fb091704174bc69a6d4a7d607b2
Quelldatensatz
uspto-grants-2003_01
Patentnummer
US06509329B1

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