Hexane → HCID 67334338, compound

Participants

Reaction Conditions

Reaction Steps

Under a stream of argon, 1.4 ml of a hexane solution containing 2.2 mmol of butyl lithium was slowly added to 50 ml of tetrahydrofuran cooled to −78° C. in which 1.15 g of 2-(4′-bromobiphenyl-4-yl)-4,6-bis(4-tert-butylphenyl)-1,3,5-triazine obtained in Reference Example 5 had been dissolved. After stirring at −78° C. for 15 minutes, 0.61 g of dichloro(tetramethylethylenediamine)zinc(II) was added thereto and stirred at −78° C. for 10 minutes and then at room temperature for 2 hours. A 10 ml portion of tetrahydrofuran prepared by dissolving 0.38 g of 3-bromopyridine and 0.09 g of tetrakis(triphenylphosphine)palladium(0) therein was added to this solution and stirred under heating reflux for 4 hours. The reaction solution was concentrated under a reduced pressure and the thus obtained solid was purified by a silica gel column chromatography (eluting solution hexane:chloroform=2:1 to chloroform) and an alumina gel column chromatography (eluting solution hexane:chloroform=2:1 to 3:2) and then recrystallized from dichloromethane-methanol to obtain a white solid of the intended 2,4-bis(4-tert-butylphenyl)-6-[4′-(3-pyridyl)biphenyl-4-yl]-1,3,5-triazine (0.71 g, yield 62%). Its melting point and glass transition temperature are shown in Table 4.

Provenance & Evidence