Ethanol → 3,6-Dibromopyridine-2-carbaldehyde

HRID 2170373Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2170373
[Br:1][C:2]1[C:3]([CH:9](Br)Br)=[N:4][C:5]([Br:8])=[CH:6][CH:7]=1.CC[OH:14]>O.[N+]([O-])([O-])=O.[Ag+]>[Br:1][C:2]1[C:3]([CH:9]=[O:14])=[N:4][C:5]([Br:8])=[CH:6][CH:7]=1

Komponenten

5

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of silver nitrate (7.6 g, 45 mmol) in water (24 mL) was added dropwise to a solution of 42A (7.36 g, 18 mmol) in refluxing EtOH (90 mL). The mixture was stirred at 80° C. for 5 hours. After the mixture was cooled to room temperature, it was diluted with water (100 mL), extracted with EtOAc (3 times), dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product (42B, 4.6 g) was directly used for next step. MS (m/z): 265.96. [M+H]+

Aufarbeitung

  1. temperatureAfter the mixture was cooled to room temperature
  2. extractionextracted with EtOAc (3 times)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fb6116aa5225427d82163ab0348b4d57
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09050344B2

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