반응 #43920

반응 방정식

sodium thiosulfate

4-bromo-3,5-dimethylphenol

N-fluoropyridinium triflate

→

title compound

수율 36.2%

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

수율 36.2%

용매

1,2-dichloroethane

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도under reflux for 7 hr
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The extract was washed successively with water and saturated brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-30:70)

실험 절차

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.

출처