2,6-Dibromopyridine → 2-Bromo-6-methoxypyridine

HRID 2216337Notes

Reaction equation

HRID 2216337 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](Br)[N:3]=1.[CH3:9][O-:10].[Na+].CO>CO>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:10][CH3:9])[N:3]=1

Participants

4

Procedure

While heating under stirring a mixture of 200 g of 2,6-dibromopyridine and 150 ml of methanol on an oil bath at 80° C., 250 ml of a 28% sodium methoxide/methanol solution was added dropwise slowly. The mixture was heated under stirring as it was for 2 hours, and after standing to cool, it was extracted with diethyl ether-water. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was removed, to give 150 g of the title compound.

Workup

  1. temperatureWhile heating
  2. temperatureThe mixture was heated
  3. stirringunder stirring as it
  4. temperatureto cool
  5. extractionit was extracted with diethyl ether-water
  6. washThe organic layer was washed with water and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe solvent was removed

Sources & evidence

ORD record
ord-ba5df9d554594f91a22e0d32480b3724
Source dataset
uspto-grants-2006_09
Patent number
US07112593B2

Reaction notes

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