1.1: sodium hydroxide / ethanol / Reflux 2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 2.2: 2 h / 20 °C / Inert atmosphere 3.1: sodium hydroxide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere 4.1: hydrogenchloride / ethanol; water / 6 h / 90 °C View Scheme

1: With lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: With iodine in tetrahydrofuran; hexane T=-78 - 20°C;

1.1: NaH / tetrahydrofuran / 20 °C 1.2: 95 percent / tetrahydrofuran / 8 h / 20 °C 2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 74 percent / iodine / tetrahydrofuran; hexane / -78 - 20 °C View Scheme

1.1: NaH / tetrahydrofuran / 20 °C 1.2: 95 percent / tetrahydrofuran / 8 h / 20 °C 2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 74 percent / iodine / tetrahydrofuran; hexane / -78 - 20 °C View Scheme

1.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C 1.2: 8 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 0.5 h / -78 °C View Scheme

sodium hydroxide in ethanol Heating;