1: 1.) hydrogen gas / 1.) 10percent palladium on charcoal / 1.) 95percent ethyl alcohol, 24 h; 2.) 95percent ethyl alcohol, reflux, 2 h 2: 94 percent / sodium methoxide / toluene / 0.5 h / Heating View Scheme

hydrogen; palladium on activated charcoal 1.) 95percent ethyl alcohol, 24 h; 2.) 95percent ethyl alcohol, reflux, 2 h; Yield given. Multistep reaction;