Maleic Anhydride → (2Z)-4-(Cyclohexylamino)-4-oxo-2-butenoic acid

Participants

Reaction Steps

To a solution of 98 g of maleic anhydride in 500 g of toluene, 99.2 g of cyclohexylamine was added dropwise at a temperature in the range of 50° to 70° C. while in a stirred state. After the dropwise addition, the resultant mixture was stirred for two hours. Consequently N-cyclohexyl maleinamic acid was obtained. Then, the reaction solution and 14 g of methanesulfonic acid, 8.7 g of methanesulfonic acid-N-cyclohexyl maleinamate, and 15 g of N-methyl pyrrolidone added thereto were left reacting at 115° C. for 3.5 hours in a refluxed state, with the formed water continuously expelled from the reaction system through azeotropic distillation with toluene.

Provenance & Evidence