反应 #1106628

ord-b9699b8c5c73458f9094dc3776c9589b

反应方程式

O=C(CO)c1ccccc1
2-hydroxyacetophenone
O=Cc1ccc(N2CCCC2)nc1
6-(pyrrolidin-1-yl)nicotinaldehyde
C[O][Na]
NaOCH3
O=C(C=Cc1ccccc1)c1ccccc1
chalcone
收率 65.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

实验过程

1.85 g (13.6 mmol) of 2-hydroxyacetophenone, 2.0 g of 6-(pyrrolidin-1-yl)nicotinaldehyde (1.34 mmol), and 10 ml of 25% NaOCH3 were reacted in 50 ml of dry THF to give 2.2 g (65%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 13.13 (bs, 1H), 8.34 (d, J=2.4 Hz, 1H), 7.85 (d, J=15.3 Hz, 1H), 7.84 (d, J=1.5 Hz, 1H), 7.74 (d, d, J=2.4, 9.0 Hz, 1H), 7.43 (d, d, d, J=1.5, 7.2, 8.4 Hz, 1H), 7.37 (d, J=15.3 Hz, 1H), 6.98 (d, d, J=0.9, 8.4 Hz, 1H), 6.89 (d, d, d, J=0.9, 7.2, 8.1 Hz, 1H), 6.37 (d, J=9.0 Hz, 1H), 3.49 (bs, 4H), 2.05-1.96 (m, 4H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08715761B2uspto-grants-2014_05