hydrogenchloride; hydrogen; palladium on activated charcoal 1.) ethanol; Yield given. Multistep reaction;

1: 1.) solid KOH 2.) 1N HCl / 1.) tetrabutylammonium bromide / 1.) CH2Cl2, 0 to 15 deg C 2.) ether, 0 deg C. 2: 1.) hydrogen 2.) 6N HCl / 1.) 10 percent Pd/C / 1.) ethanol View Scheme

hydrogen bromide

1: aq. Ba(OH)2 2: aq. HBr View Scheme