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

HRID 611505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 611505
[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>C1C=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 241BenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 3-bromo-5-chloro-2-hydroxypyridine (81 g), benzyl bromide (52 mL) and silver carbonate (97 g) in benzene (1 L) was heated at 70 ° C. for 1 h. The mixture was cooled to r.t. and then filtered through a bed of celite. The filtrate was concentrated and the residual off-white solid was recrystallized from hexane to provide the title compound as a white solid (102 g).

Aufarbeitung

  1. temperatureThe mixture was cooled to r.t.
  2. filtrationfiltered through a bed of celite
  3. concentrationThe filtrate was concentrated
  4. customthe residual off-white solid was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-5549c4478d3a4116912aa517991fd152
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06001843

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