Reaktion #43920

Reaktionsgleichung

sodium thiosulfate

4-bromo-3,5-dimethylphenol

N-fluoropyridinium triflate

→

title compound

Ausbeute 36.2%

4-bromo-2-fluoro-3,5-dimethylphenol

Ausbeute 36.2%

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 7 hr
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe extract was washed successively with water and saturated brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-30:70)

Vorschrift

To a solution of 4-bromo-3,5-dimethylphenol (2.00 g, 9.95 mmol) in 1,2-dichloroethane (20 mL) was added N-fluoropyridinium triflate (6.15 g, 24.9 mmol), and the mixture was heated under reflux for 7 hr. The reaction mixture was treated with 1 M aqueous sodium thiosulfate solution, and extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-30:70) to give the title compound (0.790 g, yield 36%) as a colorless oil.

Quelle