반응 #557912

반응 방정식

2-ethoxynaphthalene-1-boronic acid

2-fluoro-5-bromoiodobenzene

sodium carbonate

→

2-ethoxy-1-(2-fluoro-5-bromophenyl)naphthalene

수율 70.0%

용매

toluene

반응 조건

후처리

1. 1
   온도with heating
2. 2
   온도under reflux for 8 hours
3. 3
   추출the reaction solution was extracted with toluene
4. 4
   기타An aqueous phase was removed
5. 5
   세척an organic phase was washed with saturated saline
6. 6
   건조The organic phase was dried with magnesium sulfate
7. 7
   농축concentrated
8. 8
   기타Residues were purified by means of silica gel column chromatography

실험 절차

In the atmosphere of argon, 22.7 g of 2-ethoxynaphthalene-1-boronic acid, 30.0 g of 2-fluoro-5-bromoiodobenzene, 2.31 g of tetrakistriphenylphosphine palladium (0), 300 mL of toluene and 150 mL of an aqueous 2M solution of sodium carbonate were placed in a flask, and the resulting mixture was stirred with heating under reflux for 8 hours. After cooling to room temperature, the reaction solution was extracted with toluene. An aqueous phase was removed, and then, an organic phase was washed with saturated saline. The organic phase was dried with magnesium sulfate, and concentrated. Residues were purified by means of silica gel column chromatography, whereby 24.1 g (yield: 70%) of 2-ethoxy-1-(2-fluoro-5-bromophenyl)naphthalene was obtained.

출처