Reaction #168830

Reaction equation

Hydrogen peroxide water

tetrahydrofuran

2-fluoro-3-methylpyridine-5-boronic acid

→

6-fluoro-5-methylpyridin-3-ol

Yield 96.0%

Solvents

Water

Conditions

Workup

1. 1
   Extractionextracted with ethyl acetate
2. 2
   WashThe organic layer was washed with aqueous 5% sodium thiosulfate solution and saturated saline water
3. 3
   Dryingdried over anhydrous sodium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

Hydrogen peroxide water (4.37 ml, 42.8 mmol) was added to a tetrahydrofuran solution (50 ml) of 2-fluoro-3-methylpyridine-5-boronic acid (5.1 g, 32.9 mmol), and stirred overnight at room temperature. Water was added to the reaction solution, and extracted with ethyl acetate. The organic layer was washed with aqueous 5% sodium thiosulfate solution and saturated saline water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 6-fluoro-5-methylpyridin-3-ol (4.03 g, yield: 96%) as a pale yellow solid.

Source