2-Naphthol → HCID 19069389, compound

Participants

Reaction Steps

To a solution of 2-naphthol (14.4 g) in DMF (100 ml) is added sodium hydride (4.2 g of 60% dispersion). When gas evolution ceases, 4-fluorobenzaldehyde (11.5 ml) is added, and the reaction mixture is stirred at 130° for 48 hr. The mixture is cooled, poured onto crushed ice, and the product extracted with ether. Chromatography of the concentrated extract with 3:2 dichloromethane-hexane provides 4-(2-naphthyloxy)benzaldehyde as a pale yellow solid (10.25 g, 41%).

Provenance & Evidence