Acetic Acid → HCID 87571982, compound

Participants

Reaction Steps

While cooling with ice, 10.0 g of dibenzothiophene-S-oxide synthesized in the above step (1) is added to 30 g of diphosphorus pentoxide/methanesulfonic acid (9/1), and 10 ml of toluene is further added thereto. The reaction solution is stirred at room temperature for 6 hours, and then poured into ice water. The obtained aqueous solution is filtered, and 23 g of potassium iodide is added thereto. The crystals precipitated are recovered by filtration to obtain 9.1 g of 5-(4-methylphenyl)dibenzothiophenium iodide. The obtained 9.1 g of 5-(4-methylphenyl)dibenzothiophenium iodide is dissolved in 200 ml of methanol, and 10 ml of acetic acid is added to the reaction solution. After stirring the reaction solution at room temperature for 30 minutes, 3.9 g of silver acetate is further added thereto, and the reaction solution is further stirred at room temperature for 1 hour. After filtering the reaction solution, the mother liquor is distilled off under reduced pressure. The crystals obtained are dissolved in chloroform, and washed with water three times. After distilling off the chloroform under reduced pressure, the reaction product is recrystallized with ethyl acetate, whereby 6.2 g of 5-(4-methylphenyl)dibenzothiophenium acetate is obtained.

Provenance & Evidence