Toluene → HCID 57567899, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, 5 g (19.4 mmol) of 9-bromoanthracene and 7.73 g (19.4 mmol) of 2-(7-tert-butyl-3-methylpyren-1-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane were dissolved in a mixed solvent of toluene (240 ml) and ethanol (120 ml). Further, an aqueous solution prepared by dissolving 3.93 g (38.8 mmol) of sodium carbonate in 40 ml of distilled water was added to the resultant, and the whole was stirred at 50° C. for 30 minutes. Tetrakis(triphenylphosphine)palladium (1.57 g, 1.36 mmol) was added to the resultant, and the whole was stirred under heat on a silicone oil bath heated to 90° C. for 3.5 hours. After the resultant had been cooled to room temperature, water, toluene, and ethyl acetate were added to the resultant to separate an organic layer. Further, a water layer was extracted with a mixed solvent of toluene and ethyl acetate (twice), and was then added to the solution of the organic layer that had been separated first. The organic layer was washed with a saturated salt solution, and was then dried with sodium sulfate. The solvent was removed by distillation, and the residue was purified by means of silica gel column chromatography (toluene:heptane 1:3), whereby 6.5 g of Intermediate Compound 1 were obtained.

Provenance & Evidence