1: 78 percent / N-methylpyrrolidinone / 18 h / Heating 2: 1) 20percent aq. KOH, 2) conc. HCl / 1) 5h, reflux 3: SOCl2 / 1 h / Heating 4: 1) Br2 / 1) 180 - 185 deg C, 15 min, 2) 0 deg C, 30 min 5: 1) aq. KOH, 2) conc. HCl / 1) 45 min View Scheme

1: 1) 20percent aq. KOH, 2) conc. HCl / 1) 5h, reflux 2: SOCl2 / 1 h / Heating 3: 1) Br2 / 1) 180 - 185 deg C, 15 min, 2) 0 deg C, 30 min 4: 1) aq. KOH, 2) conc. HCl / 1) 45 min View Scheme

1: NBS, (PhCO)2O2 2: H2O / dioxane / 45.4 - 70.7 °C View Scheme

hydrogenchloride; potassium hydroxide 1) 45 min; Yield given. Multistep reaction;

1: 1) Br2 / 1) 180 - 185 deg C, 15 min, 2) 0 deg C, 30 min 2: 1) aq. KOH, 2) conc. HCl / 1) 45 min View Scheme