1: 84 percent / hydrogen / 5percent Pd-C / tetrahydrofuran / 1.5 h / Ambient temperature 2: 81 percent / conc. HNO3 / acetic acid / 0.5 h / Ambient temperature View Scheme

<b>Multi-step reaction with 4 steps<br /> </b>1: 1) KOH / 2) KI / 1) MeOH, r.t., 5 h, 2) r.t., 2 d<br />2: 91 percent / hydrogen / Raney-nickel / tetrahydrofuran / 32 h / 760 Torr / Ambient temperature<br />3: 96 percent / 3N HCl / methanol / 4 h / Heating<br />4: 1) Et₃N, 2) air, HCl(g) / 2) Cu(OAc)2 / 1) CH₂Cl₂, 30 min, 2) CH₂Cl₂, 4 h<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 1) KOH / 2) KI / 1) MeOH, r.t., 5 h, 2) r.t., 2 d<br />2: 91 percent / hydrogen / Raney-nickel / tetrahydrofuran / 32 h / 760 Torr / Ambient temperature<br />3: 96 percent / 3N HCl / methanol / 4 h / Heating<br />4: 1) Et₃N, 2) air, HCl(g) / 2) Cu(OAc)2 / 1) CH₂Cl₂, 30 min, 2) CH₂Cl₂, 4 h<br /> <br /> &nbsp;