sodium acetate; pyridinium chlorochromate in dichloromethane T=25°C; 6 h;

toluene-4-sulfonic acid in acetone T=20°C;

1: (3-bromo-benzyl)-carbamic acid tert-butyl ester With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: (4-morpholinyl)methanone in tetrahydrofuran; hexane T=-78°C; 0.5 h;

1: di-tert-butyl dicarbonate; 3-bromobenzylamine hydrochloride With sodium hydrogencarbonate in 1,4-dioxane; water T=20°C; 24 h; 2: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 3: N,N-dimethyl-formamide in tetrahydrofuran; hexane T=-78 - -15°C; 1.5 h;

1: N-bromosuccinmide / 2,2'-azo-bisisobutyronitrile / tetrachloromethane / 3 h / 25 °C / Reflux 2: thionyl chloride / 1 h / 25 °C / Reflux 3: N,N-dimethyl-formamide / 12 h / 85 °C 4: hydrazine hydrate / methanol / 4 h / 25 °C / Reflux 5: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8 6: water; lithium hydroxide hydrate / tetrahydrofuran / 4 h / 25 - 50 °C 7: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 25 °C 8: sodium acetate; pyridinium chlorochromate / dichloromethane / 6 h / 25 °C View Scheme

1: 85 percent / Et3N / methanol 2: 98 percent / aq. PTSA / acetone / 20 °C View Scheme

1: 90 percent / PTSA / toluene / Heating 2: 80 percent / LAH / diethyl ether 3: 85 percent / Et3N / methanol 4: 98 percent / aq. PTSA / acetone / 20 °C View Scheme

1: 80 percent / LAH / diethyl ether 2: 85 percent / Et3N / methanol 3: 98 percent / aq. PTSA / acetone / 20 °C View Scheme

1: water; lithium hydroxide hydrate / tetrahydrofuran / 4 h / 25 - 50 °C 2: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 25 °C 3: sodium acetate; pyridinium chlorochromate / dichloromethane / 6 h / 25 °C View Scheme

1: thionyl chloride / 1 h / 25 °C / Reflux 2: N,N-dimethyl-formamide / 12 h / 85 °C 3: hydrazine hydrate / methanol / 4 h / 25 °C / Reflux 4: sodium hydrogencarbonate / ethyl acetate; water / 1.17 h / pH 8 5: water; lithium hydroxide hydrate / tetrahydrofuran / 4 h / 25 - 50 °C 6: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 25 °C 7: sodium acetate; pyridinium chlorochromate / dichloromethane / 6 h / 25 °C View Scheme