3-Pyridinecarboxaldehyde → Cinnamoylbenzene

Participants

Reaction Steps

2.36 g (17.3 mmol) of 2-hydroxyacetophenone, 1.7 g of 3-pyridine-carboxaldehyde (15.9 mmol), and 9 ml of 25% wt NaOCH3 were reacted in 50 ml of dry THF to give 2.05 g (57%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 12.66 (s, 1H), 8.93 (d, J=1.8 Hz, 1H), 8.67 (d, d, J=1.5, 4.8 Hz, 1H), 8.03-8.00 (m, 1H), 7.92 (d, J=15.7 Hz, 1H), 7.91 (d, J=1.5 Hz, 1H), 7.76 (d, J=15.6 Hz, 1H), 7.58-7.52 (m, 1H), 7.43 (d, d, J=5.1, 8.1 Hz, 1H), 7.07 (d, d, J=0.9, 8.1 Hz, 1H, 6.99 (d, d, d, J=1.2, 7.2, 8.1 Hz, 1H).

Provenance & Evidence