1: 98 percent / H2 / 5percent Pd/C / methanol / 7 h / 760 Torr 2: 80 percent / Na2CO3 / CHCl3; H2O / 1.) 0 deg C, 30 min, 2.) RT, 2h 3: 12 percent / SOCl2 / CHCl3 / 48 h / Ambient temperature 4: 78 percent / potassium tert-butoxide / benzene; hexamethylphosphoric acid triamide / 2 h / Ambient temperature 5: 72 percent / LiALH4 / tetrahydrofuran / 24 h / Ambient temperature View Scheme