Benzyl Bromide → 2-Benzyloxy-5-bromopyridine

HRID 574175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 574175
[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[CH2:10]([O:8][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 7498Benzyl BromideHCID 5995285-Bromo-2-hydroxypyridine

Produkt 1

HCID 111081912-Benzyloxy-5-bromopyridineAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 5-bromopyridin-2(1H)-one (1.28 g, 7.36 mmol) and Ag2CO3 (3 g, 11.04 mmol) in toluene (50 mL) was added (bromomethyl)benzene (1.25 g, 7.36 mmol) dropwise and the reaction mixture was stirred at 100° C. over night. The reaction mixture was filtered through a short pad of silica gel and washed with DCM. The filtrate was concentrated to yield the title compound as light yellow oil (1.8 g, 95%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a short pad of silica gel
  2. washwashed with DCM
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9665073dbe354264a876e074aa0deb34
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034874B2

Notizen zur Reaktion

Wird geladen…