2,6-Dibromopyridine → 2-Bromo-6-ethoxypyridine

HRID 1636185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1636185
[O-:1][CH2:2][CH3:3].[Na+].Br[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:12])[N:7]=1>C1(C)C=CC=CC=1.O>[Br:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([O:1][CH2:2][CH3:3])[N:7]=1

Komponenten

5

Edukt 2

HCID 122742,6-DibromopyridineHCID 2723922Sodium ethoxide

Produkt 1

HCID 12010182-Bromo-6-ethoxypyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Sodium ethoxide (1.5 g, 63 mmol sodium, in ethanol (30 ml)) was added to 2,6-dibromopyridine (15 g, 63 mmol) in toluene (150 ml) at ambient temperature under nitrogen, and the reaction heated under reflux for 5 hours. The cooled mixture was diluted with water (100 ml), and extracted with ethyl acetate (2×100 ml). The combined organic extracts were dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified by column chromatography on silica gel using pentane/ethyl acetate (100:0 to 95:5) as eluant to give the title compound as a yellow oil, (quantitative).

Aufarbeitung

  1. temperaturethe reaction heated
  2. temperatureunder reflux for 5 hours
  3. extractionextracted with ethyl acetate (2×100 ml)
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-b91aec63491f4d8699e97413d2b70208
Quelldatensatz
uspto-grants-2003_01
Patentnummer
US06511993B1

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