Sodium Hydroxide → HCID 67057785, compound

Participants

Reaction Conditions

Reaction Steps

4-Phenylnicotinic acid (4.7 g, 23.8 mmol) from the previous step was suspended in polyphosphoric acid (160.3 g) and slowly heated to 200° C. with stirring. After 5 hours, the mixture was cooled to 140° C. and slowly poured over crushed ice and stirred for 24 hours. The mixture was then neutralized to pH=4 with 50% sodium hydroxide solution and extracted 3 times with dichloromethane. The dichloromethane extracts were combined and the solvent was removed under reduced pressure to yield the yellow solid of 2-azafluorenone (3.1 g, HPLC RT=2.16 min, method A; LC-MS m/z=182), 1H NMR, 400 MHz, CHCl3, 8.72 ppm (s, 1H), 8.75 ppm (d, 1H), 7.75 ppm (d, 1H), 7.65 ppm (d, 1H), 7.62-7.55 ppm (m, 1H), 7.51-7.46 ppm (m, 2H).

Provenance & Evidence