1,2-Dimethoxyethane → HCID 86660651, compound

Participants

Reaction Conditions

Reaction Steps

In argon atmosphere, a mixture of 19.41 g (87.4 mmol) of 9-phenanthreneboronic acid, 25.00 g (87.4 mmol) of 1,4-dibromonaphthalene, 2.02 g (1.70 mmol) of tetrakis(triphenylphosphine)palladium (0), 50 ml of dimethoxyethane, 200 ml of toluene, and 132 g of a 2 M sodium carbonate aqueous solution was stirred at a bath temperature of 85° C. for 6 h. The reaction mixture was added with water and extracted with toluene. After washing with water, the organic phase was dried over magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel chromatography to obtain 16.02 g (yield: 55.0%) of 4-bromo-2-(9-phenanthrenyl)naphthalene.

Provenance & Evidence