1: H2 / 10percent Pd/C / ethanol / 18 h / 3040 Torr 2: 1.) borane*THF complex 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h View Scheme

1: H2 / 10percent Pd/C / ethyl acetate / 18 h / 3040 Torr 2: DBU / toluene / 22 h / 115 °C 3: 1.) borane*THF complex 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h View Scheme

1: DBU / toluene / 22 h / 115 °C 2: 1.) borane*THF complex 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h View Scheme

hydrogenchloride; borane-THF 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h; Yield given. Multistep reaction;