(1,4-Dimethoxynaphthalen-3-yl)methanol → 1,4-Dimethoxy-2-naphthaldehyde

Participants

Reaction Steps

The title compound was prepared by treating (1,4-dimethoxy-naphthalen-2-yl)-methanol (6.5 g, 29.8 mmol, 1.0 equiv, [CAS RN 150556-57-3], prepared as described in C. Flader, J. Liu, R. F. Borch J. Med. Chem. 2000, 43, 3157-3167) with activated MnO2 (25.9 g, 297.8 mmol, 10.0 equiv) in dichloromethane for 4 h, after which time the reaction was filtered through Hyflo Super Cel and concentrated by evaporation of the solvent under reduced pressure affording 5.1 g (81%) of the title compound. 1H NMR (300 MHz, CDCl3): δ 4.02 (s, 3H), 4.10 (s, 3H), 7.14 (s, 1H), 7.61-7.65 (m, 2H), 8.18-8.30 (m, 2H), 10.58 (s, 1H).

Provenance & Evidence