Reaktion #59473

Reaktionsgleichung

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

2′,5′-dihydroxyacetophenone

3-bromobenzaldehyde

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was recrystallised from acetic acid

Vorschrift

2-(3-Bromophenyl)-6-hydroxychroman-4-one was prepared as described for 2-(3-fluorophenyl)-6-hydroxychroman-4one in Example 9(a) starting from 3.0 g of 2′,5′-dihydroxyacetophenone and 2.3 ml of 3-bromobenzaldehyde. The product was recrystallised from acetic acid. 1H NMR (300 MHz, d6-DMSO) δ: 9.41 (s, 1H), 7.50 (m, 1H), 7.59-7.53 (m, 2H), 7.39 (m, 1H), 7.12 (d, 1H, J 2.9 Hz), 7.05 (dd, 1H, J 8.8, 2.9 Hz), 6.98 (d, 1H, J 8.8 Hz), 5.57 (dd, 1H, J 13.0, 2.9 Hz), 3.12 (dd, 1H, J −16.9, 13.0 Hz), 2.81 (dd, 1H, J −16.9, 2.9 Hz).

Quelle