alpha-Hydroxyacetophenone → Cinnamoylbenzene

Participants

Reaction Steps

2.39 g (17.6 mmol) of 2-hydroxyacetophenone, 2.10 g of 2-methoxy-3-pyridinecarboxaldehyde (15.3 mmol), and 10 ml of 25% NaOCH3 were reacted in 50 ml of dry THF to give 2.35 g (60%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 12.85 (s, 1H), 8.24 (d, d, J=1.8, 4.8 Hz, 1H), 8.02 (d, J=15.6 Hz, 1H), 7.94-7.86 (m, 2H), 7.90 (d, J=15.9 Hz, 1H), 7.52 (d, d, J=8.4, 8.7 Hz, 1H), 7.06-6.98 (m, 3H), 4.12 (s, 3H).

Provenance & Evidence