2-Methyl-5-hydroxypyridine → 2-Bromo-6-methylpyridin-3-ol

HRID 488813

Reaktionsgleichung

Reaktionsgleichung von HRID 488813
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:8])=[N:6][CH:7]=1.[Br:9]Br>N1C=CC=CC=1>[Br:9][C:7]1[C:2]([OH:1])=[CH:3][CH:4]=[C:5]([CH3:8])[N:6]=1

Komponenten

4

Edukt 2

HCID 142752-Methyl-5-hydroxypyridineHCID 24408Bromine

Produkt 1

HCID 119591012-Bromo-6-methylpyridin-3-olAusbeute 53,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

To a solution of 5-hydroxy-2-methylpyridine (8.80 g, 80.6 mmol) in 125 mL of pyridine was added a solution of bromine (14.18 g, 88.7 mmol) in 50 mL pyridine dropwise. The temperature of the reaction mixture rose to 40° C. upon completion of addition. After 1 hour the pyridine was removed under vacuum and the resulting solid was suspended into water (200 mL) and stirred overnight. The solid was collected and dried to give the desire product as a brownish solid (8.05 g, 53.1% yield). 1H NMR (500 MHz, CDCl3): δ 2.21 (s, 3 H), 6.73 (d, J=8.1 Hz, 1 H), 6.94 (d, J=8.1 Hz, 1 H), 9.36 (brs, 1 H).

Aufarbeitung

  1. additionThe temperature of the reaction mixture rose to 40° C. upon completion of addition
  2. customAfter 1 hour the pyridine was removed under vacuum
  3. customThe solid was collected
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-09e18de15b464aafb3daf4cb88714ba4
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06974826B2

Verknüpfte Notizen

Wird geladen…