I'm trying to deprotect hexylamine protected with -Tos group, just to see if the reaction with SmI2/amine/H2O (said to be instantaneous) works.
I prepared the solution of samarium iodide, SmI2, (1,2,-diiodoethane and Sm in THF) and I get the blue dark color. I tried the reaction with Et3N as the amine, and when I ad this final reagent to the reaction mixture I get the color change as the articles say it woul do. However I can't deprotect my amine group. Any help?