Triethylamine → 2-(2-Methoxypyridin-3-yl)acetaldehyde

HRID 1837705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1837705
[CH3:1][O:2][C:3]1[C:8]([CH2:9][CH2:10][OH:11])=[CH:7][CH:6]=[CH:5][N:4]=1.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>CS(C)=O>[CH3:1][O:2][C:3]1[C:8]([CH2:9][CH:10]=[O:11])=[CH:7][CH:6]=[CH:5][N:4]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 140623082-(2-Methoxy-3-pyridinyl)ethanol

Produkt 1

HCID 226786312-(2-Methoxypyridin-3-yl)acetaldehydeAusbeute 16,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Versuchsvorschrift

A solution of 2.7 g of pyridine-sulfur trioxide complex dissolved in DMSO was added dropwise at 20° C. or less to a solution of 1.2 g of 2-(2-methoxy-3-pyridyl)ethanol and 4.8 ml of triethylamine dissolved in DMSO. After stirring for 0.5 hour, a cooled sodium bicarbonate was added thereto, and the mixture was extracted with ethyl acetate. After drying over sodium sulfate, the solvent was evaporated. The residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1), to give 200 mg of a yellow oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialAfter drying over sodium sulfate
  3. customthe solvent was evaporated
  4. customThe residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1)

Quellen und Nachweise

ORD-Eintrag
ord-c291d7359dc945199dd859cba9edd73b
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06784192B2

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