1: 84.7 percent / m-chloroperbenzoic acid, disodium hydrogen phosphate / CH2Cl2 / 1 h View Scheme

chloro-trimethyl-silane; aluminium trichloride 1.) 1,2-dichloroethane, room temp., 1.5 h; 2.) 1,2-dichloroethane, room temp., 24 h, 80 deg C 28 h; Yield given. Multistep reaction;

1: 84.7 percent / m-chloroperbenzoic acid, disodium hydrogen phosphate / CH2Cl2 / 1 h 2: conc. H2SO4, MeOH / 0.33 h / 80 °C / 3 and 4 not separated View Scheme

1: 1.) aluminium trichloride; 2.) chlorotrimethylsilane / 1.) 1,2-dichloroethane, room temp., 1.5 h; 2.) 1,2-dichloroethane, room temp., 24 h, 80 deg C 28 h 2: triphenylphosphine, bromine, triethylamine / 1.) benzene, room temp., 17 h; 2.) benzene, 15 min 3: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C View Scheme

isopentyl nitrite in hydrogenchloride; acetic acid

1: 1.) aluminium trichloride; 2.) chlorotrimethylsilane / 1.) 1,2-dichloroethane, room temp., 1.5 h; 2.) 1,2-dichloroethane, room temp., 24 h, 80 deg C 28 h 2: triphenylphosphine, bromine, triethylamine / 1.) benzene, room temp., 17 h; 2.) benzene, 15 min 3: 96 percent / silver acetate, glacialacetic acid, zinc powder (activated by HCl) / methanol / 24 h / 60 °C 4: 43 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 2.5 h / Heating 5: 92 percent / silver perchlorate / H2O; acetone / 1 h View Scheme