반응 #43934

반응 방정식

3,5-diethylphenol

tetrabutylammonium tribromide

→

title compound

수율 13.0%

4-bromo-3,5-diethylphenol

수율 13.0%

용매

methanol

반응 조건

후처리

1. 1
   기타The solvent was evaporated under reduced pressure, water
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   추출the mixture was extracted with ethyl acetate
4. 4
   세척The extract was washed with 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=0:100-25:75)
8. 8
   기타the obtained crystals were recrystallized from heptane

실험 절차

To a solution of 3,5-diethylphenol (9.30 g, 61.9 mmol) in methanol (100 mL) was added tetrabutylammonium tribromide (29.8 g, 61.9 mmol), and the mixture was stirred at room temperature for 15 hr. The solvent was evaporated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-25:75), and the obtained crystals were recrystallized from heptane to give the title compound (1.85 g) as colorless crystals. The mother liquor was concentrated under reduced pressure to give the title compound (8.68 g) as dark-brown crystals (total 10.5 g, total yield 74%).

출처