Reacción #345582

Ecuación de reacción

hydroxide

2-bromo-3-hydroxypyridine

methyl iodide

→

crude product

2-Bromo-3-methoxypyridine

Disolventes

DMSO

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONare added dropwise to this suspension
2. 2
   workup.ADDITIONThe addition
3. 3
   Otrois always between 50°-55° C
4. 4
   OtroThe reaction [sic]
5. 5
   workup.STIRRINGis then stirred at this temperature for another 10 minutes
6. 6
   OtroThe finished reaction solution
7. 7
   workup.ADDITIONis finally poured onto 100 ml of ground ice

Procedimiento

5.93 g (90.0 mmol) of 85% powdered potassum [sic] hydroxide are suspended in 30 ml of DMSO and heated to 50° C. under argon as the inert gas. 2.54 g (14.6 mmol) of 2-bromo-3-hydroxypyridine dissolved in 10 ml of DMSO are added dropwise to this suspension. This solution is stirred for another 10 minutes, after which 12.3 g (5.30 ml, 33.1 mmol) of methyl iodide are added dropwise over a period of 2 minutes. The addition takes place at such a rate that the reaction temperature is always between 50°-55° C. The reaction [sic] is then stirred at this temperature for another 10 minutes. The finished reaction solution is finally poured onto 100 ml of ground ice. The crude product obtained is recrystallized from ether/petroleum ether (4:1).

Fuente