hydrogen; nickel in ethanol

1: NaOEt, NH2OH*HCl / aq. ethanol / Heating 2: H2 / Raney-Ni / ethanol View Scheme

1: With copper (II) acetate monohydrate; pivalic acid sodium salt in N,N-dimethyl-formamide T=50°C; Chan-Lam Coupling; 2: With oxygen in N,N-dimethyl-formamide T=120°C;