Reaktion #47419

Reaktionsgleichung

hydrogen peroxide

2-fluoro-3-methyl-phenylboronic acid

acetic acid

→

2-fluoro-3-methyl-phenol

Ausbeute 98.0%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Sonstigeto come to room temperature
3. 3
   SonstigeThe mixture was evaporated
4. 4
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
5. 5
   Waschenwashed with hydrochloric acid (0.5N), water and brine
6. 6
   SonstigeThe organic phase was dried
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated which

Vorschrift

To a solution of 2-fluoro-3-methyl-phenylboronic acid (25.0 g, 0.162 mol) in tetrahydrofuran (220 mL) was added glacial acetic acid (150 mL). The resulting mixture was cooled to 0° C. before hydrogen peroxide (50% aqueous solution, 30 mL) was added. The resulting mixture was allowed to come to room temperature and stirred for 24 h. The mixture was evaporated and the residue was dissolved in ethyl acetate, washed with hydrochloric acid (0.5N), water and brine. The organic phase was dried, filtered and evaporated which afforded 2-fluoro-3-methyl-phenol (20.0 g, 98%) as an oil.

Quelle