Ammonium Chloride → HCID 14043182, compound

Participants

Reaction Steps

0.8 g (33 mmole) of magnesium and 4.47 g (33 mmole) of 1-bromobutane were added to 30 ml of dry tetrahydrofuran and the mixture was stirred for 2 hours to obtain a Grignard reagent. A solution of 3 g (10.9 mmole) of 2-formyl-1,4,5,8-tetramethoxynaphthalene dissolved in 30 ml of dry tetrahydrofuran was added dropwise to the Grignard reagent over 20 minutes through a dropping funnel. The reaction mixture was stirred at normal temperature for further one hour and then 80 ml of 10% aqueous ammonium chloride solution was added thereto. The mixture was extracted twice with dichloromethane solvent, dried over anhydrous magnesium sulfate and filtered through a filter paper. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (silica gel 4.0×20 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 3.08 g of the title compound as a yellow precipitate.

Provenance & Evidence