2-Naphthalenecarboxaldehyde → HCID 67050819, compound

Participants

Reaction Conditions

Reaction Steps

Subsequently, to 6.0 g of 2-naphthoaldehyde were added 4.7 g of 2-acetylpyridine and 40 mL of methanol, and the mixture was cooled to −5° C. while stirring. To the mixture, 62 mL of a 3 wt % NaOH/methanol solution was added dropwise, and the mixture was stirred at −5° C. for 2 hours. Thereafter, the reaction was further carried out at the same temperature for 2 days. To the reaction solution, 37.0 g of ammonium acetate, 15.5 g of the foregoing 4-bromophenacylpyridinium iodide and 100 mL of methanol were added, and the mixture was stirred at 55° C. for 2 days. After cooling to room temperature, the resulting crude product was collected by filtration and washed with methanol. Drying was performed under reduced pressure at 70° C. for 12 hours to give 3.8 g (yield: 23%) of 6-(4-bromophenyl)-4-naphthalen-2-yl-[2,2′]bipyridine as a gray powder.

Provenance & Evidence