Acetic Acid → HCID 86755524, compound

Participants

Reaction Steps

Naphthyl 10-methylacridinium-9-thiocarboxylate triflate (65.50 g) was suspended in CH2Cl2 (1000 mL) under argon and glacial acetic acid (21.2 ml) and zinc (40.43 g) were added. After stirring overnight, TLC showed the dissappearance of the starting material and the formation of a new product. The reaction mixture was filtered through a bed of silica gel and the CH2Cl2 removed in vacuo. The slightly yellow solid obtained was stirred in isopropanol (500 ml), filtered, washed with 500 ml more isopropanol, and allowed to air dry. The pure product (46.36 g) was thereby obtained. 1H NMR (CDCl3) δ 3.47 (s, 3H) , 5.13 (s, 1H) , 7.00-7.06 (m, 4H) , 7.25-7.49 (m, 7H) , 7.70-7.79 (m, 4H).

Provenance & Evidence