copper(I) bromide in benzene 6 h; Heating;

1: 72 percent / KF / dimethylformamide / 12 h / 120 - 130 °C 2: 1.) SOCl2 / 1.) 80 deg C, 2 h, 2.) CH2Cl2, -10 deg C -5 deg C, water, then 2 h, 0 deg C 3: 71 percent / cuprous bromide / benzene / 6 h / Heating View Scheme

1: 1.) SOCl2 / 1.) 80 deg C, 2 h, 2.) CH2Cl2, -10 deg C -5 deg C, water, then 2 h, 0 deg C 2: 71 percent / cuprous bromide / benzene / 6 h / Heating View Scheme

1: 72 percent / KF / dimethylformamide / 12 h / 120 - 130 °C 2: 1.) SOCl2 / 1.) 80 deg C, 2 h, 2.) CH2Cl2, -10 deg C -5 deg C, water, then 2 h, 0 deg C 3: 71 percent / cuprous bromide / benzene / 6 h / Heating View Scheme

hydrogen bromide; KNH2; iron nitrate (III) 1.) CH2Cl2, 0 deg C, 2.) -78 deg C, 1 h;