1: 1.) aq. 50percent NaOH / 1.) DMSO 2: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 3: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 4: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 5: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

1: 1.) aq. 50percent NaOH / 1.) DMSO 2: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 3: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 4: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme