Ammonium cerium (IV) nitrate → HCID 10043243, compound

Participants

Reaction Steps

600 mg (3.4 mmole) of 2-(1-ethoxy-4-methylpentyl)-1,4,5,8-tetramethoxynaphthalene was dissolved in 25 ml of acetonitrile and then a solution of 8.6 g (17 mmole) of cerium (IV) ammonium nitrate dissolved in 25 ml of distilled water was added dropwise thereto over 30 minutes through a dropping funnel in a cooling bath (0°-5° C.). The reaction mixture was stirred at normal temperature for 2 hours. After adding 60 mg of distilled water thereto, the reaction mixture was extracted twice with dichloromethane solvent, dried over anhydrous magnesium sulfate and then filtered through filter paper. The resulting filtrate was concentrated under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography (silica gel 4.0×15 cm) using the solvent condition which increases the amount of ethylacetate so that the n-hexane/ethylacetate ratio can vary from 10:1 to 1:1, to obtain 300 mg of the title compound as a yellow precipitate.

Provenance & Evidence