Sulfuric Acid → HCID 19841128, compound

Participants

Reaction Steps

To a solution of 3,6-difluoro-2-(4-benzyl-1-piperazinyl)-5-nitrobenzyl alcohol (15.4 g) in methanol (400 ml) is added gradually conc. sulfuric acid (80 ml) with stirring under ice cooling. After the addition, the mixture is refluxed for 30 hours, and thereto is further added conc. sulfuric acid (10 ml), and the mixture is further refluxed for 20 hours. After cooling to room temperature, the reaction mixture is adjusted to below pH 8 with aqueous saturated potassium carbonate and aqueous saturated sodium hydrogen carbonate and then extracted with ethyl acetate. The extract is dried over magnesium sulfate, and then the solvent is distilled off. The residue is purified by silica gel column chromatography (solvent, dichloromethane) to give 2,5-difluoro-4-(4-benzyl-1-piperazinyl)-3-methoxymethylnitrobenzene (12.9 g).

Provenance & Evidence