Water → Anthracene

Participants

Reaction Conditions

Reaction Steps

The resultant compound was dissolved in toluene (1 L) under a nitrogen atmosphere, and 2-naphthalenyl boronic acid (51.6 g, 0.3 mol), tetrakistriphenylphosphine palladium (9.3 g, 8.1 mmol), sodium carbonate (31.4 g, 0.3 mol), and water (300 ml) were added thereto. The reaction mixture was stirred under reflux for three hours. The reaction solution was cooled to about 60° C., filtered on silica gel, and extracted with toluene. The extracted solution was concentrated to remove an organic solvent, and methanol was added thereto. The resultant solid was filtered. The resultant yellowish brown matter was dissolved in methylene chloride, and methanol was dropwise added thereto to give an anthracene derivative (Cpd 1, 122 g, yield 85%) as a pale yellow solid.

Provenance & Evidence