Reaktion #59457

Reaktionsgleichung

2-(3-fluorophenyl)-6-hydroxychroman-4-one

2′,5′-dihydroxyacetophenone

2,4-dichlorobenzaldehyde

→

2-(2,4-Dichlorophenyl)-6-hydroxychroman-4-one

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was recrystallised from acetic acid

Vorschrift

2-(2,4-Dichlorophenyl)-6-hydroxychroman-4-one was prepared as described for 2-(3-fluorophenyl)-6-hydroxychroman-4-one in Example 9(a) starting from 1.0 g of 2′,5′-dihydroxyacetophenone and 1.4 g of 2,4-dichlorobenzaldehyde. The product was recrystallised from acetic acid. 1H NMR (400 MHz, d6-DMSO) δ: 9.49 (s, 1H), 7.78 (d, 1H, J 8.5 Hz), 7.71(d, 1H, J 2.0 Hz), 7.57 (dd, 1H, J 8.5, 2.0 Hz), 7.14 (d, 1H, J 3.0 Hz), 7.06 (dd, 1H, J 8.8, 3.0 Hz), 6.97 (d, 1H, J 8.8 Hz), 5.77 (dd, 1H, J 13.5, 2.7 Hz), 3.18 (dd, 1H, J −16.9, 13.5 Hz), 2.78 (dd, 1H, J −16.9, 2.7 Hz).

Quelle