반응 #732497

반응 방정식

6-bromo-1-chloro-2-naphthol

4-pentylphenylboronic acid

sodium carbonate

→

6-(4-pentylphenyl)-1-chloro-2-naphthol

수율 72.1%

용매

toluene

water

ethanol

toluene

반응 조건

후처리

1. 1
   온도refluxed for 10 hours
2. 2
   세척The reaction mixture was washed with 1N hydrochloric acid and water
3. 3
   건조after drying over magnesium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   기타The resulting residue was purified by silica gel column chromatography with toluene as a developing solvent

실험 절차

55 g of 6-bromo-1-chloro-2-naphthol (S1-2), 12.3 g of 4-pentylphenylboronic acid (S1-3), 1.0 g of tetrakistriphenylphosphine palladium, 13.6 g of sodium carbonate and 100 mL of a mixed solvent of toluene, ethanol and water (3/3/1) were added to a reactor under a nitrogen atmosphere and refluxed for 10 hours. The reaction mixture was cooled to room temperature, and toluene was added thereto. The reaction mixture was washed with 1N hydrochloric acid and water, and after drying over magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography with toluene as a developing solvent to provide 15 g of 6-(4-pentylphenyl)-1-chloro-2-naphthol (S1-4).

출처