Caprolactam → p-Toluenesulfonic acid

Participants

Reaction Steps

In a 20 mL vial, 1.05 g (9.2 mmol) of caprolactam was melted at 80° C. with stirring. p-toluene sulfonic acid monohydrate (9.0 mmol) was added to the caprolactam melt. After stirring for 0.75 h, volatiles were removed. Yield: 2.39 g (92.6%). The product was dissolved in dichloromethane, filtered, and volatiles were removed. 1H NMR (500 MHz, d6-DMSO): 1.46-1.63 (m, 8H), 2.27 (s, 3H), 2.38 (t, 2H), 3.11 (t, 2H), 7.16 (d, 2H), 7.55 (d, 2H), 8.24 (broad s). 13C NMR (125 MHz, d6-DMSO): 21.21, 22.95, 29.17, 30.08, 35.46, 42.28, 55.28, 125.91, 128.87, 139.32, 144.25, 179.44.

Provenance & Evidence