Water → 2-Bromo-3-isopropoxypyridine

HRID 496807

Reaktionsgleichung

Reaktionsgleichung von HRID 496807
[H-].[Na+].[Br:3][C:4]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][N:5]=1.Br[CH:12]([CH3:14])[CH3:13].O>CN(C)C=O>[Br:3][C:4]1[C:9]([O:10][CH:12]([CH3:14])[CH3:13])=[CH:8][CH:7]=[CH:6][N:5]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 63582-BromopropaneHCID 230702-Bromo-3-pyridinolHCID 24758Sodium hydride

Produkt 1

HCID 104888832-Bromo-3-isopropoxypyridineAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

Sodium hydride (160 mg) was dissolved in dimethylformamide (5 ml) and 2-bromo-3-pyridinol (500 mg) dissolved in dimethylformamide is slowly added dropwise. Then, 2-bromopropane (0.53 ml) was added to the solution and reacted for 5 hours at room temperature. Water was added to the suspension to dilute and extracted with ethyl acetate to separate an organic layer. The separated organic layer was dried with anhydrous magnesium sulfate and distilled under reduced pressure. As a result, 2-bromo-3-isopropyloxy pyridine (300 mg, yield: 48%) was obtained as an oil phase.

Aufarbeitung

  1. additionis slowly added dropwise
  2. customreacted for 5 hours at room temperature
  3. additionto dilute
  4. extractionextracted with ethyl acetate
  5. customto separate an organic layer
  6. dry with materialThe separated organic layer was dried with anhydrous magnesium sulfate
  7. distillationdistilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7d442c322c18403cb355c234e6ef26d3
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06946558B2

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