1: 72.5 percent / chlorosulfonic acid / CH2Cl2 / -10 - -5 °C 2: 1.) 4 N NaOH / 1.) acetone, 3 h, 2.) ethyl acetate 3: 1.) 0.2 N H2SO4, 2.) hydrogen / 2.) palladium black / 1.) ethyl acetate, 2.) methanol View Scheme

1: 99.8 percent / 60percent NaH in oil / dimethylsulfoxide / 10 h / Ambient temperature 2: 72.5 percent / chlorosulfonic acid / CH2Cl2 / -10 - -5 °C 3: 1.) 4 N NaOH / 1.) acetone, 3 h, 2.) ethyl acetate 4: 1.) 0.2 N H2SO4, 2.) hydrogen / 2.) palladium black / 1.) ethyl acetate, 2.) methanol View Scheme

hydrogen; palladium in methanol; water; acetic acid

sulfuric acid; hydrogen; palladium 1.) ethyl acetate, 2.) methanol; Yield given. Multistep reaction;

1: 1.) 4 N NaOH / 1.) acetone, 3 h, 2.) ethyl acetate 2: 1.) 0.2 N H2SO4, 2.) hydrogen / 2.) palladium black / 1.) ethyl acetate, 2.) methanol View Scheme

N-ethyl-N,N-diisopropylamine in chloroform