Réaction #1106640

ord-49c11757c3a34d978032692d80655e6c

Équation de réaction

O=C(CO)c1ccccc1
2-hydroxyacetophenone
O=Cc1ccc(Cl)nc1
6-chloronicotinaldehyde
C[O][Na]
NaOCH3
O=C(C=Cc1ccccc1)c1ccccc1
chalcone
Rendement 15.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

2.08 g (15.3 mmol) of 2-hydroxyacetophenone, 2.05 g of 6-chloronicotinaldehyde (14.5 mmol), and 10 ml of 25% wt NaOCH3 were reacted in 50 ml of dry THF to give 0.55 g (15%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 12.61 (s, 1H), 8.66 (d, J=2.4 Hz, 1H), 7.97-7.92 (m, 2H), 7.90 (D, J=15.9 Hz, 1H), 7.71 (d, J=15.6 Hz, 1H), 7.55 (d, d, d, J=1.5, 7.2, 8.7 Hz, 1H), 7.43 (d, J=8.1 Hz, 1H), 7.06 (d, d, J=0.9, 8.4 Hz, 1H), 6.98 (d, d, d, J=1.2, 7.5, 8.1 Hz, 1H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08715761B2uspto-grants-2014_05