2-Naphthalenecarboxaldehyde → HCID 67050819, compound

Participants

Reaction Conditions

Reaction Steps

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

Provenance & Evidence