1: With sodium bis(2-methoxyethoxy)aluminium dihydride in diethyl ether; toluene T=0 - 20°C; 2 h; 2: With N-bromosuccinmide in diethyl ether; toluene T=0°C;

hydrogenchloride in methanol 3 h; Ambient temperature;

1: 80 percent / 1.) DIBAH, 2.) pyridine, 3.) bromine / diethyl ether; CH2Cl2 / 1.) 5 to 40 deg C, 3.5 h, 2.) 0 deg C, 3.) -78 deg C 2: 82 percent / bromine / diethyl ether; pyridine; CH2Cl2 / 4 h / 30 °C / Irradiation 3: 85 percent / 3 N HCl / methanol / 3 h / Ambient temperature View Scheme

1: 82 percent / bromine / diethyl ether; pyridine; CH2Cl2 / 4 h / 30 °C / Irradiation 2: 85 percent / 3 N HCl / methanol / 3 h / Ambient temperature View Scheme