Reaktion #1106625

ord-cb479625b5a748da96aa65b3c7c528b4

Reaktionsgleichung

O=C(CO)c1ccccc1
2-hydroxyacetophenone
COc1cccc(C=O)n1
6-methoxy-2-pyridinecarboxaldehyde
C[O][Na]
NaOCH3
O=C(C=Cc1ccccc1)c1ccccc1
chalcone
Ausbeute 30.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

2.35 g (17.3 mmol) of 2-hydroxyacetophenone, 2.13 g of 6-methoxy-2-pyridinecarboxaldehyde (15.5 mmol), and 8 ml of 25% NaOCH3 were reacted in 70 ml dry THF to give 1.2 g (30%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 12.15 (s, 1H), 8.24 (d, J=14.7 Hz, 1H), 8.01 (d, d, J=1.2, 7.8 Hz, 1H), 7.79 (d, J=15.0 Hz, 1H), 7.65 (d, d, J=7.2, 7.2 Hz, 1H), 7.53 (d, d, J=7.2, 7.2 Hz, 1H), 7.10 (d, J=7.2 Hz, 1H), 7.06 (d, d, J=0.9, 8.1 Hz, 1H), 6.99 (d, d, J=7.2, 8.1 Hz, 1H), 6.83 (d, J=8.4 Hz, 1H), 4.08 (s, 3H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08715761B2uspto-grants-2014_05