1: With n-butyllithium; (tert-butyldimethylsilyl)-tert-butylamine in tetrahydrofuran; hexane T=-50°C; 30 h; 2: With water in tetrahydrofuran; hexane T=20°C; 0.5 h; 3: With hydrogenchloride in water pH=3;

1.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.5 h / -50 °C 1.2: iodine / hexane; tetrahydrofuran / 2 h / -50 °C 1.3: 80 percent / hydrochloric acid / H2O / pH 3 2.1: tert-butyl(tert-butyldimethylsilyl amine; BuLi / hexane; tetrahydrofuran / 30 h / -50 °C 2.2: water / hexane; tetrahydrofuran / 0.5 h / 20 °C 2.3: 62 percent / hydrochloric acid / H2O / pH 3 View Scheme