1: 1) p-toluenesulfonic acid, 2) hydrogen / 2) 10percent Pd/C / 1) benzene, 2) ethanol 2: 1) Mg / 1) THF, 2) THF, 0 deg C 3: 1) p-toluenesulfonic acid, 2) hydrogen / 2) 10percent Pd/C / 1) benzene, 2) ethanol View Scheme

Yield given. Multistep reaction;

hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal 1) benzene, 2) ethanol; Yield given. Multistep reaction;