反応 #1869191

ord-b6144c65f26f4ab9b05a510cb7e2755e

反応方程式

O=[N+]([O-])c1ncccc1O
3-Hydroxy-2-nitropyridine
C[O-].[Na+]
sodium methoxide
BrBr
bromine
O=[N+]([O-])c1nc(Br)ccc1O
material
収率 97.9%
O=[N+]([O-])c1nc(Br)ccc1O
2-Bromo-5-hydroxy-6-nitropyridine
収率 97.9%

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGThe reaction was then stirred at 0° C. for 30 minutes
  2. 2
    その他was quenched with glacial AcOH (2.5 ml)
  3. 3
    その他The solvent was removed in vacuo

実験手順

3-Hydroxy-2-nitropyridine (20 g, 0.143 mole) was dissolved in methanol (400 ml) and a solution of 25% sodium methoxide in methanol (33 ml, 0.13 mol) was added at room temperature. The mixture was stirred for 30 minutes, then cooled to 0° C., and bromine (7.2 ml, 0.14 mol) was added slowly. The reaction was then stirred at 0° C. for 30 minutes, then was quenched with glacial AcOH (2.5 ml). The solvent was removed in vacuo to afford material (30 g, 96%), which was used without further purification.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07498326B2uspto-grants-2009_03