Reaktion #1869860

Reaktionsgleichung

4-dibenzofuranboronic acid

1-Bromo-3-iodo-benzene

Na2CO3

→

4-(3-Bromo-phenyl)-dibenzofuran

Lösungsmittel

ethyl acetate

toluene

ethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Sonstigeto obtain a clear solution
3. 3
   TemperaturThe mixture was cooled to room temperature
4. 4
   WaschenThe organic layer was washed with 2×300 mL portions of water, 2×300 mL portions of sat. aq. NaCl
5. 5
   Trocknendried (MgSO4)
6. 6
   EinengenAfter the solution was concentrated
7. 7
   Sonstigethe residue was purified by column chromatography (eluted with 2% EtOAc-Heptane)

Vorschrift

A mixture of 4-dibenzofuranboronic acid (51 mmol), 1-Bromo-3-iodo-benzene (51 mmol), and Pd(PPh3)4, (4 mmol) in 250 mL of toluene and 150 mL of ethanol was heated to obtain a clear solution, then Na2CO3 (155 mmol) in 250 mL water was added. The reaction mixture refluxed for 4 h at 80° C. The mixture was cooled to room temperature and diluted with 300 mL ethyl acetate. The organic layer was washed with 2×300 mL portions of water, 2×300 mL portions of sat. aq. NaCl, and dried (MgSO4). After the solution was concentrated, the residue was purified by column chromatography (eluted with 2% EtOAc-Heptane) to afford 4-(3-Bromo-phenyl)-dibenzofuran.

Quelle