Réaction #1106631

ord-5515abc9007f420985f6858c5c139db8

Équation de réaction

O=C(CO)c1ccccc1
2-hydroxyacetophenone
O=Cc1ccco1
furan-2-carbaldehyde
C[O][Na]
NaOCH3
C1CCOC1
THF
O=C(C=Cc1ccccc1)c1ccccc1
chalcone
Rendement 71.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

2.27 g (16.7 mmol) of 2-hydroxyacetophenone, 1.52 g of furan-2-carbaldehyde (15.8 mmol), and 10 ml of 25% wt NaOCH3 were reacted in 50 ml of dry THF to give 2.4 g (71%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 12.90 (s, 1H), 7.94 (d, d, J=1.5, 8.1 Hz, 1H), 7.71 (d, J=15.0 Hz, 1H), 7.58 (d, J=15.0 Hz, 1H), 7.58 (d. J=1.5 Hz, 1H), 7.51 (d, d, d, J=1.5, 7.2, 8.4 Hz, 1H), 7.04 (d, d, J=0.9, 8.4 Hz, 1H), 6.96 (d, d, J=8.1, 8.1 Hz, 1H), 6.79 (d, J=3.3 Hz, 1H), 6.56 (d, d, J=1.5, 3.3 Hz, 1H).

Source

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