1: 57 percent / ethanol; CCl4 / 1.) -20 deg C, 5 h, 2.) -10 deg C, 14 d 2: 98 percent / H2 / 5percent Pd/C / methanol / 7 h 3: Na2CO3 / 1.) chloroform, water, 0 deg C, 30 min, 2.) RT, 2h 4: 55 percent / pyridine, SOCl2 / CHCl3 / 1 h / Heating 5: 46 percent / potassium tert-butoxide / benzene; hexamethylphosphoric acid triamide / 2 h / Ambient temperature 6: 67 percent / 1.) LiALH4, 2.) 10percentaq.NaOH / tetrahydrofuran / 6 h / Heating View Scheme

1: 57 percent / ethanol; CCl4 / 1.) -20 deg C, 5 h, 2.) -10 deg C, 14 d 2: 98 percent / H2 / 5percent Pd/C / methanol / 7 h 3: Na2CO3 / 1.) chloroform, water, 0 deg C, 30 min, 2.) RT, 2h 4: 36 percent / pyridine, SOCl2 / CHCl3 / 1 h / Heating 5: 75 percent / potassium tert-butoxide / benzene; hexamethylphosphoric acid triamide / 2 h / Ambient temperature 6: H2 / 5percent Pd/C / methanol / 8 h / 760 Torr 7: aq. formic acid / 10 h / Heating View Scheme