Water → HCID 59015237, compound

Participants

Reaction Conditions

Reaction Steps

8.5 g (20 mmol) of (4-bromophenyl)dinaphthalene-2-ylamine was dissolved in 100 ml of THF and was cooled to −78° C. 9.6 ml (24 mmol) of 2.5M n-butyllithium was added slowly to the THF solution and maintained at the same temperature as above for an hour to allow reaction. 4.4 g (24 mmol) of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane was added to the reaction solution, and was maintained at the same temperature as above for an hour. The reaction solution was heated to room temperature (RT) and stirred for 24 hours. Water was added to end the reaction. 300 ml of chloroform was added to the solution and washed with 200 ml of water. The resulting organic layer was dried with anhydride magnesium sulfate. 7.3 g of dinaphthalen-2-yl-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolane-2-yl)phenyl]amine (intermediate B) was obtained through silica chromatography with a yield of 77%.

Provenance & Evidence