1: 95 percent / Py*HCl / 8 h / 180 °C 2: 14 percent / copper bronze, K2CO3 / pyridine / 6 h / Heating 3: aq. NaOH / methanol / 48 h / Heating View Scheme

1: 1.) n-BuLi / 1.) THF, hexane, from -70 deg C to RT, 2.) THF, hexane, RT, 18 h, b) reflux, 5 h 2: 95 percent / Py*HCl / 8 h / 180 °C 3: 14 percent / copper bronze, K2CO3 / pyridine / 6 h / Heating 4: aq. NaOH / methanol / 48 h / Heating View Scheme

sodium hydroxide in methanol 48 h; Heating;

1: 14 percent / copper bronze, K2CO3 / pyridine / 6 h / Heating 2: aq. NaOH / methanol / 48 h / Heating View Scheme

1: 99 percent / KF, Al2O3, 18-crown-6 / acetonitrile / 48 h / Heating 2: 52 percent / BBr3 / CH2Cl2 / -78 - -15 °C 3: aq. NaOH / methanol / 48 h / Heating View Scheme

1: 52 percent / BBr3 / CH2Cl2 / -78 - -15 °C 2: aq. NaOH / methanol / 48 h / Heating View Scheme