1: Dicyclohexylamine, nBuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 3 h, 2.) -25 deg C, 1 h 2: 1.) H2, 2.) KOH / 1.) Pt / 1.) EtOH, 2.) EtOH, H2O, 8 h, reflux View Scheme

1: 81 percent / ethyl acetate / 5 h / Heating 2: Dicyclohexylamine, nBuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 3 h, 2.) -25 deg C, 1 h 3: 1.) H2, 2.) KOH / 1.) Pt / 1.) EtOH, 2.) EtOH, H2O, 8 h, reflux View Scheme

potassium hydroxide; hydrogen; platinum 1.) EtOH, 2.) EtOH, H2O, 8 h, reflux; Yield given. Multistep reaction;