10-Chloro-1-anthracenemethanol → 10-Chloroanthracene-1-carbaldehyde

Participants

Reaction Steps

10-Chloro-1-anthracenemethanol (37C, 8.8 g, 0.036 mol) was dissolved in CH2Cl2 (200 ml) and treated with BaMnO4 (Aldrich, 15 g, 0.059 mol) for 3 days and briefly brought to reflux. The reaction mixture was filtered, and the filtrate reduced to dryness. The residue was chromatographed by preparative HPLC using PhCH3 as the eluting solvent to give 6.0 g (69%) of crude 10-chloroanthracene-1-carboxaldehyde, which was used without further purification. An analytical sample was recrystallized from CH2Cl2 /hexane mp 139°-140.5° . (C, H, Cl).

Provenance & Evidence