Methyl p-toluenesulfonate → HCID 131719815, compound

Participants

Reaction Steps

In a 500 mL three-necked round-bottomed flask fitted with an argon inlet, condenser, and stir bar are placed amine amide 4 (17.94 g, 0.071 mol), acetonitrile (200 mL), and methyl p-toluenesulfonate (13.13 g, 0.071 mol). While adding the tosylate, the reaction mixture mildly exotherms. The mixture is heated to reflux for 3 h and is then cooled to room temperature. While concentrating the mixture by rotary evaporation, a tan solid forms which is redissolved in a minimal amount of acetonitrile and triturated with ether until a free flowing dispersion of the solid is obtained in the solvent system. The solid is collected by vacuum filtration under a blanket of nitrogen and transferred to a round-bottomed flask. The solid product is a suitable cationic bleach activator. It is dried at room temperature under vacuum (0.1 mmHg) for 24 h to give 5 (Cationic Bleach Activator A) (27.84 g, 90%) as an off-white solid, mp 128°-131° C. (softens at 118° C.).

Provenance & Evidence