Hydrochloric Acid → 9,10-Diphenylanthracene-2-boronic Acid

Participants

Reaction Conditions

Reaction Steps

Dehydrated THF 50 mL was added to 3.5 g (8.6 mmol) of 2-bromo-9,10-diphenylanthracene under argon atmosphere and cooled down to −78° C., and 6.0 mL of n-butyllithium (in 1.6M hexane) was dropwise added thereto. After stirring at −78° C. for one hour, the temperature was elevated up to 0° C. The solution was cooled down again to −78° C., and 2.9 mL (26 mmol) of trimethoxyborane was dropwise added thereto. The solution was stirred at −78° C. for one hour and then stirred at room temperature for 2 hours. 10% HCl 50 mL was added thereto, and the solution was stirred for one hour and then filtered. The solid matter thus obtained was washed with toluene to obtain 2.6 g (yield: 80%) of 9,10-diphenylanthracene-2-boronic acid.

Provenance & Evidence