反应详情

To a three-necked flask (250 ml) was added (6-bromonaphthalen-2-yl)methanol (40.0 g, 0.170 mol) and dichloromethane (1.6 L) with magnetic stirring under nitrogen to form a clear solution. To this solution, Pyridinium chlorochromate (40.0 g, 0.186 mol) was added, and the resulting mixture turned black at once. Stirring was continued for 1 hour. The mixture was filtered through a short silica gel column, eluted with dichloromethane; the filtrate was dried over anhydrous magnesium sulphate, and then filtered under reduced pressure. The solvent was removed to afford a light brown solid, which was recrystallized from ethanol-water solution (50%) to afford a white solid 6-bromo-2-naphthaldehyde (31 g).

1. customto form a clear solution
2. stirringStirring
3. filtrationThe mixture was filtered through a short silica gel column
4. washeluted with dichloromethane
5. dry with materialthe filtrate was dried over anhydrous magnesium sulphate
6. filtrationfiltered under reduced pressure
7. customThe solvent was removed
8. customto afford a light brown solid, which
9. customwas recrystallized from ethanol-water solution (50%)