1: 1-Bromonaphthalene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: glutaric acid anhydride in tetrahydrofuran; hexane T=-78 - 20°C;

potassium permanganate; 18-crown-6 ether in tetrahydrofuran 3 h; Ambient temperature;

1: 1.) Mg, I2 / 1.) ether, reflux, 2.) ether, benzene, RT, 2 h 2: 74 percent / p-TsOH / benzene / 2 h / Heating 3: 70 percent / 18-crown-6 ether, KMnO4 / tetrahydrofuran / 3 h / Ambient temperature View Scheme

1: 74 percent / p-TsOH / benzene / 2 h / Heating 2: 70 percent / 18-crown-6 ether, KMnO4 / tetrahydrofuran / 3 h / Ambient temperature View Scheme

1: 1.) Mg, I2 / 1.) ether, reflux, 2.) ether, benzene, RT, 2 h 2: 74 percent / p-TsOH / benzene / 2 h / Heating 3: 70 percent / 18-crown-6 ether, KMnO4 / tetrahydrofuran / 3 h / Ambient temperature View Scheme