Reaktion #809267

Reaktionsgleichung

2-chloromethyl-3,5-dimethyl-pyridin-4-ol

POBr3

KOH

→

title compound

Ausbeute 78.0%

4-bromo-2-chloromethyl-3,5-dimethylpyridine

Ausbeute 78.0%

Lösungsmittel

CHCl3

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting viscous oil was cooled to r.t.
2. 2
   workup.ADDITIONpoured onto ice water
3. 3
   Sonstigedrying
4. 4
   Sonstige(MgSO4) and evaporation

Vorschrift

A neat mixture of 2-chloromethyl-3,5-dimethyl-pyridin-4-ol (8.2 g, 47.8 mmol) and POBr3 (60 g, 209 mmol) was stirred at 130° C. for 3 h. The resulting viscous oil was cooled to r.t. and poured onto ice water. The pH was adjusted to 10 with solid KOH. Work-up (CHCl3), drying (MgSO4) and evaporation afforded the title compound as a purple solid (8.7 g, 78% yield) which was used without purification. HPLC Rt: 6.028 min. 1H-NMR (CDCl3): 8.20 (s, 1H), 4.62 (s, 2H), 2.50 (s, 3H), 2.38 (s, 3H).

Quelle