copper chloride; hydroxylamine hydrochloride; ethylamine in methanol; water 1.) 20 deg C - 40 deg C, 1 h, 2.) RT, 1 h;

1: 1.) n-butyllithium, 2.) bromine / 1.) ether, hexane, -78 deg C, 1 h, 2.) ether, hexane, -78 deg C - -50 deg C 2: 81 percent / ethylamine, copper chloride, hydroxylamine hydrochloride / H2O; methanol / 1.) 20 deg C - 40 deg C, 1 h, 2.) RT, 1 h View Scheme

hydroxylamine hydrochloride; isopropylamine; copper(l) chloride in methanol