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(5-Fluoro-6-methoxypyridin-3-yl)methanol → 5-Fluoro-6-methoxypyridine-3-carbaldehyde

HRID 385564
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 385564
[F:1][C:2]1[CH:3]=[C:4]([CH2:10][OH:11])[CH:5]=[N:6][C:7]=1[O:8][CH3:9]>ClCCl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[C:7]([O:8][CH3:9])=[N:6][CH:5]=[C:4]([CH:3]=1)[CH:10]=[O:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 57815441(5-Fluoro-6-methoxypyridin-3-yl)methanol

Produkt 1

HCID 447547845-Fluoro-6-methoxypyridine-3-carbaldehydeAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysator3×HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

To a solution of 0.54 g of (5-fluoro-6-methoxypyridin-3-yl)methanol in 5 mL of dichloromethane, 1.5 g of manganese dioxide was added. The mixture was stirred at room temperature for 3 hours, thereto were then added 0.89 g of manganese dioxide and 4 mL of dichloromethane, and the mixture was stirred for 1 hour. Thereto were further added 1.5 g of manganese dioxide and 2 mL of dichloromethane, and the mixture was stirred at room temperature for 2 hours 30 minutes. After leaving overnight, the insoluble substance was filtered off, and the filtration residue was washed with chloroform. The solvent was distilled off under reduced pressure to obtain 0.48 g of 5-fluoro-6-methoxynicotinaldehyde as a yellow solid.

Aufarbeitung

  1. stirringthe mixture was stirred for 1 hour
  2. stirringthe mixture was stirred at room temperature for 2 hours 30 minutes
  3. customAfter leaving overnight
  4. filtrationthe insoluble substance was filtered off
  5. washthe filtration residue was washed with chloroform
  6. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-56330486ba3a4994a1b974a44941248d
Quelldatensatz
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08367831B2

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