1: 55 percent / NBS, benzoyl peroxide / CCl4 / 6 h / Heating 2: LiBr / dimethylformamide / 5 h / 80 - 100 °C 3: m-chloroperbenzoic acid / CH2Cl2 / 2 h / 35 °C 4: 1.) potassium tert-butoxide, 2.) HCl / 1.) THF, 15 deg C, 2 h; 2.) THF, 15 deg C, 20 min View Scheme

1: m-chloroperbenzoic acid / CH2Cl2 / 2 h / 35 °C 2: 1.) potassium tert-butoxide, 2.) HCl / 1.) THF, 15 deg C, 2 h; 2.) THF, 15 deg C, 20 min View Scheme

1: LiBr / dimethylformamide / 5 h / 80 - 100 °C 2: m-chloroperbenzoic acid / CH2Cl2 / 2 h / 35 °C 3: 1.) potassium tert-butoxide, 2.) HCl / 1.) THF, 15 deg C, 2 h; 2.) THF, 15 deg C, 20 min View Scheme

hydrogenchloride; potassium tert-butylate 1.) THF, 15 deg C, 2 h; 2.) THF, 15 deg C, 20 min; Yield given. Multistep reaction;

hydrogen; palladium on activated charcoal in tetrahydrofuran P=2585.7 Torr; 1.5 h; Ambient temperature;