Reaction #1528434

Reaction equation

2-Bromo-5-hydroxy-6-nitropyridine

potassium carbonate

Et2O

→

material

Yield 89.0%

Ethyl (6-bromo-2-nitro-pyridin-3-yloxy)acetate

Yield 89.0%

Solvents

acetone

Conditions

Workup

1. 1
   TemperatureThe reaction was heated at refluxfor 10 hr
2. 2
   OtherThe precipitate was removed by suction filtration
3. 3
   Concentrationthe filtrate was concentrated in vacuo

Procedure

2-Bromo-5-hydroxy-6-nitropyridine (30 g, 0.14 mole) was suspended in acetone (200 ml), and potassium carbonate (39 g, 0.28 mole) was added, followed by ethyl bromoacetate (15.7 ml, 0.14 mmole). The reaction was heated at refluxfor 10 hr, then was cooled to room temperature and diluted with Et2O. The precipitate was removed by suction filtration, and the filtrate was concentrated in vacuo to afford material (38 g, 89%), which was used without further purification; MS (ES) m/z 305.0 (M+H)+.

Source