1: 1-chloro-3-(methoxymethoxy)benzene With n-butyllithium in tetrahydrofuran; hexane T=-75°C; 2 h; 2: carbon dioxide in tetrahydrofuran; hexane 3: With hydrogenchloride in water pH=1; Title compound not separated from byproducts;

1.1: 66 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / cooling 2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 6 h / -75 °C 2.2: tetrahydrofuran; cyclohexane 3.1: HCl / H2O / pH 1 4.1: 0.60 g / tetrabutylammonium fluoride trihydrate / dimethylformamide / 48 h / 100 °C View Scheme

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -75 °C 1.2: -75 - 20 °C 2.1: hydrogenchloride / water; tetrahydrofuran / 3 h / 65 °C View Scheme

1: 1-chloro-3-(methoxymethoxy)benzene With n-butyllithium in tetrahydrofuran; hexane T=-75°C; 2 h; 2: carbon dioxide in tetrahydrofuran; hexane 3: With hydrogenchloride in water pH=1; Title compound not separated from byproducts;

1.1: 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C 1.2: tetrahydrofuran; hexane 2.1: 3.62 g / HCl / H2O / pH 1 View Scheme

1.) LiICA 1.) tetrahydrofuran, -78 deg C, 1 h, 2.) tetrahydrofuran, room temperature, 12 h; Yield given. Multistep reaction;