sodium hydroxide 1 h; Heating; Yield given;

sulfuric acid T=90°C; 16 h;

1: tetrahydrofuran 2: aq. H2SO4 / 16 h / 90 °C View Scheme

potassium hydroxide; hydrazine hydrate in diethylene glycol 23 h; Heating;

1: 83 percent / KOH, N2H4*H2O / bis-(2-hydroxy-ethyl) ether / 23 h / Heating 2: 1.) SOCl2 / 1.) room temp., 3 h, 2.) reflux, 2 h 3: diethyl ether / 1.) room temp., overnight, 2.) reflux, 3 h View Scheme