1: 12 percent / SOCl2 / CHCl3 / 48 h / Ambient temperature 2: 78 percent / potassium tert-butoxide / benzene; hexamethylphosphoric acid triamide / 2 h / Ambient temperature 3: 72 percent / LiALH4 / tetrahydrofuran / 24 h / Ambient temperature View Scheme

<b>Multi-step reaction with 3 steps<br /> </b>1: 68 percent / ethanol; CCl₄ / 48 h / -10 &deg;C<br />2: 98 percent / H₂ / 5percent Pd/C / methanol / 7 h / 760 Torr<br />3: 80 percent / Na₂CO₃ / CHCl₃; H₂O / 1.) 0 deg C, 30 min, 2.) RT, 2h<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 94 percent / potassium azodicarboxylate, glacial ethanoic acid / methanol / 2 h / Ambient temperature<br />2: 98 percent / sodium amalgam / ethanol / 1 h / 0 &deg;C / buffered with sodium phosphate<br /> <br /> &nbsp;