1.1: 79 percent / m-chloroperbenzoic acid / CH2Cl2 / 18 h / 40 °C 2.1: N-bromosuccinimide; AIBN / CCl4 / 3 h / Heating 2.2: 97 percent / NaI / acetone / 4 h / 20 °C 3.1: 86 percent / NaOEt; EtOH / 6 h / 20 °C View Scheme

aluminium trichloride in carbon disulfide T=0°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

hydrogenchloride 24 h; Heating;

aluminium trichloride; N,N-dimethyl-formamide 12 h; Ambient temperature; Title compound not separated from byproducts;

1: 1.) AlCl3, 2.) 28percent NH4OH / 1.) CS2, r.t., overnight, 2.) EtOH, r.t., 72 h 2: 75 percent / HCl / 24 h / Heating View Scheme