1: 67.3 g / Zn / benzene / 1.5 h / Heating 2: 1.) formic acide, 2.) H2 / 2.) 5 percent Pd/C / 1.) 1 h, reflux; 2.) methanol, rt 3: 4.1 g / aq. sodium carbonate / methanol / 2 h / Heating 4: 3 g / thionyle chloride / 1 h / Heating 5: AlCl3 / CS2 / 2 h / Heating 6: Wolff-Kishner reduction (Huang-Minlon) 7: AlCl3 / CS2 / 2 h / Heating View Scheme

1: 1.) formic acide, 2.) H2 / 2.) 5 percent Pd/C / 1.) 1 h, reflux; 2.) methanol, rt 2: 4.1 g / aq. sodium carbonate / methanol / 2 h / Heating 3: 3 g / thionyle chloride / 1 h / Heating 4: AlCl3 / CS2 / 2 h / Heating 5: Wolff-Kishner reduction (Huang-Minlon) 6: AlCl3 / CS2 / 2 h / Heating View Scheme

1: AlCl3 / CS2 / 2 h / Heating 2: Wolff-Kishner reduction (Huang-Minlon) 3: AlCl3 / CS2 / 2 h / Heating View Scheme

1: 3 g / thionyle chloride / 1 h / Heating 2: AlCl3 / CS2 / 2 h / Heating 3: Wolff-Kishner reduction (Huang-Minlon) 4: AlCl3 / CS2 / 2 h / Heating View Scheme

1: AlCl3 / CS2 / 2 h / Heating 2: Wolff-Kishner reduction (Huang-Minlon) 3: AlCl3 / CS2 / 2 h / Heating View Scheme

1: 4.1 g / aq. sodium carbonate / methanol / 2 h / Heating 2: 3 g / thionyle chloride / 1 h / Heating 3: AlCl3 / CS2 / 2 h / Heating 4: Wolff-Kishner reduction (Huang-Minlon) 5: AlCl3 / CS2 / 2 h / Heating View Scheme

1: Wolff-Kishner reduction (Huang-Minlon) 2: AlCl3 / CS2 / 2 h / Heating View Scheme

aluminium trichloride in carbon disulfide 2 h; Heating;