Methyl iodide → 2,6-Dichloro-4-(methoxymethyl)pyridine

HRID 651427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 651427
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.[H-].[Na+].CI.[C:15](OCC)(=O)C>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][O:9][CH3:15])[CH:5]=[C:4]([Cl:10])[N:3]=1

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 2794840(2,6-Dichloropyridin-4-yl)methanol

Produkt 1

HCID 155502332,6-Dichloro-4-(methoxymethyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

0.18 g of 2,6-dichloro-4-pyridinemethanol were dissolved into 5 ml of tetrahydrofuran (hereinafter referred to as “THF”), the solution was cooled by ice, and thereafter 0.04 g of sodium hydride (oil base, 60%) were added. To this, a solution of 0.15 g of methyl iodide dissolved in 2 ml of THF was added dropwise, and stirring was conducted for 2 hours at room temperature. Ethyl acetate was added to the reacted solution, and after the organic phase was washed by water, the organic phase was dried by adding sodium sulfate. The solvent was removed by evaporation, and the residue was purified by silica gel column chromatography to obtain 0.06 g of 2,6-dichloro-4-methoxymethylpyridine (Compound No. 1).

Aufarbeitung

  1. temperaturewas cooled by ice
  2. additionwas added dropwise
  3. washafter the organic phase was washed by water
  4. customthe organic phase was dried
  5. additionby adding sodium sulfate
  6. customThe solvent was removed by evaporation
  7. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3347a39eab45476b9e8f518207fd1a9d
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06281231B1

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