Benzyl Bromide → 2-(Benzyloxy)-3-bromo-5-chloropyridine

HRID 269581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 269581
[Br:1][C:2]1[C:3]([OH:9])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1.C(=O)([O-])[O-].[Ag+2]>[CH2:10]([O:9][C:3]1[C:2]([Br:1])=[CH:7][C:6]([Cl:8])=[CH:5][N:4]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

5

Edukt 2

HCID 7498Benzyl BromideHCID 178517755HCID 178517755, Verbindung

Produkt 1

HCID 220583822-(Benzyloxy)-3-bromo-5-chloropyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418647HCID 178418647, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

3-Bromo-5-chloro-2-pyridinol (7.0 g, 33.6 mmol) was stirred in toluene (160 ml) and silver carbonate (10.23 g, 36.9 mmol) added, followed by benzyl bromide (6.32 g, 4.39 ml, 36.9 mmol). The mixture was heated to reflux for 1 hour. After cooling, the mixture was filtered, washed with water (×2), dried (MgSO4) and evaporated. The residue was triturated with isohexane and the pale yellow solid filtered and dried. (8.36 g).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1 hour
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered
  5. washwashed with water (×2)
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customThe residue was triturated with isohexane
  9. filtrationthe pale yellow solid filtered
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d4369e9f678b4d7381f563c85bf92a92
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446222B2

Notizen zur Reaktion

Wird geladen…