1: 77 percent / ethanol / 15 h / Heating 2: 50percent aq. KOH / Heating 3: 80 percent / sodium carbonate / ethanol / 10 h / Heating 4: 96 percent / copper powder, cuprous iodide, sodium carbonate / dimethylformamide / 12 h / Heating 5: stannous chloride, acetic anhydride, HCl (g) / acetic acid / Ambient temperature 6: 1. sodium nitrite / 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min. View Scheme

1: 80 percent / sodium carbonate / ethanol / 10 h / Heating 2: 96 percent / copper powder, cuprous iodide, sodium carbonate / dimethylformamide / 12 h / Heating 3: stannous chloride, acetic anhydride, HCl (g) / acetic acid / Ambient temperature 4: 1. sodium nitrite / 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min. View Scheme

1: 50percent aq. KOH / Heating 2: 80 percent / sodium carbonate / ethanol / 10 h / Heating 3: 96 percent / copper powder, cuprous iodide, sodium carbonate / dimethylformamide / 12 h / Heating 4: stannous chloride, acetic anhydride, HCl (g) / acetic acid / Ambient temperature 5: 1. sodium nitrite / 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min. View Scheme

1: stannous chloride, acetic anhydride, HCl (g) / acetic acid / Ambient temperature 2: 1. sodium nitrite / 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min. View Scheme

1: 96 percent / copper powder, cuprous iodide, sodium carbonate / dimethylformamide / 12 h / Heating 2: stannous chloride, acetic anhydride, HCl (g) / acetic acid / Ambient temperature 3: 1. sodium nitrite / 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min. View Scheme

1: 85 percent / bromine / acetic acid / 0.5 h / 10 °C 2: 77 percent / ethanol / 15 h / Heating 3: 50percent aq. KOH / Heating 4: 80 percent / sodium carbonate / ethanol / 10 h / Heating 5: 96 percent / copper powder, cuprous iodide, sodium carbonate / dimethylformamide / 12 h / Heating 6: stannous chloride, acetic anhydride, HCl (g) / acetic acid / Ambient temperature 7: 1. sodium nitrite / 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min. View Scheme

sodium nitrite 1. 48percent fluoroboric acid, -5 degC, 1h; 2. ice cold, 1h; 3. 30 min.; Yield given. Multistep reaction;