Hydrochloric Acid → HCID 59622694, compound

Participants

Reaction Conditions

Reaction Steps

Under an argon atmosphere, 7.66 g of 10-(4-bromophenyl)benzo[c]phenanthrene was placed in a flask. 400 mL of dehydrated ether was added to the flask. The reaction solution was cooled to −40° C. Then 14 mL of a 1.6M hexane solution of n-butyllithium was added. After heating to 0° C., the solution was stirred for an hour. The reaction solution was cooled to −60° C. Then, 20 mL of a dehydrated ether solution in which 9.41 g of triisopropyl borate was solved was dripped. The reaction solution was stirred for five hours while heating to room temperature. 100 mL of a 10% hydrochloric acid solution was added and further stirred for an hour. An aqueous phase was removed, and an organic phase which had been separated was washed with water and saturated brine, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The resulting solids were washed with hexane, whereby 4.18 g (yield: 60%) of 4-[benzo[c]phenanthrene-5-yl]phenylboronic acid was obtained.

Provenance & Evidence