1: 1) n-butillithium / 1) diethylether, HMPT, -10 deg C, 0.5 h, 2) ether, room temperature 2: 53 percent Turnov. / lithium salt of 1,3-diaminopropane, 1,3-diaminopropane / 0.17 h / 0 °C 3: pTsOH / 1.5 h 4: 1.) nBuLi / 1.) ether, HMPT, hexane, -10 deg C, 2.) r.t. 5: pTsOH / methanol / 3.5 h / Heating 6: 1) H2/Lindlar / 2) pyridine View Scheme

in dimethyl sulfoxide T=20°C; 2 h;

1-methyl-pyrrolidin-2-one in ammonia

potassium hydroxide T=110°C;