1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C 1.2: 1 h / 0 - 20 °C 2.1: n-butyllithium / hexane; diethyl ether / 1.25 h / -78 - -5 °C / |Inert atmosphere 2.2: 3 h / -78 °C 3.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 3.2: 1 h / -78 °C 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C View Scheme

1.1: n-butyllithium / hexane; diethyl ether / 1.25 h / -78 - -5 °C / |Inert atmosphere 1.2: 3 h / -78 °C 2.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 1 h / -78 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C View Scheme

1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 1.2: 1 h / -78 °C 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C View Scheme

nitric acid T=0°C; 0.166667 h;