hydrogenchloride in tetrahydrofuran

1: 96 percent / Zn, AcOH / 0 °C 2: 89 percent / HCl / tetrahydrofuran View Scheme

1: MeNH2*HCl, AcOK, trimethyl orthoformate / methanol / 16 h / Heating 2: NaBH4 / dimethylsulfoxide / 1 h / 20 °C 3: 18 percent / tetra-n-butylammonium chloride, KF*2H2O / dimethylformamide / 4 h 4: 98 percent / di-isobutylaluminium hydride / toluene / 2 h / 0 °C 5: 81 percent / MnO2 / CH2Cl2 / 0.5 h 6: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 7: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 8: 89 percent / tetrahydrofuran / 0.08 h View Scheme

1: NaBH4 / dimethylsulfoxide / 1 h / 20 °C 2: 18 percent / tetra-n-butylammonium chloride, KF*2H2O / dimethylformamide / 4 h 3: 98 percent / di-isobutylaluminium hydride / toluene / 2 h / 0 °C 4: 81 percent / MnO2 / CH2Cl2 / 0.5 h 5: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 6: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 7: 89 percent / tetrahydrofuran / 0.08 h View Scheme

1: 18 percent / tetra-n-butylammonium chloride, KF*2H2O / dimethylformamide / 4 h 2: 98 percent / di-isobutylaluminium hydride / toluene / 2 h / 0 °C 3: 81 percent / MnO2 / CH2Cl2 / 0.5 h 4: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 5: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 6: 89 percent / tetrahydrofuran / 0.08 h View Scheme

1: MeNH2*HCl, AcOK, trimethyl orthoformate / methanol / 16 h / Heating 2: NaBH4 / dimethylsulfoxide / 1 h / 20 °C 3: 18 percent / tetra-n-butylammonium chloride, KF*2H2O / dimethylformamide / 4 h 4: 98 percent / di-isobutylaluminium hydride / toluene / 2 h / 0 °C 5: 81 percent / MnO2 / CH2Cl2 / 0.5 h 6: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 7: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 8: 89 percent / tetrahydrofuran / 0.08 h View Scheme

1: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 2: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 3: 89 percent / tetrahydrofuran / 0.08 h View Scheme

1: 81 percent / MnO2 / CH2Cl2 / 0.5 h 2: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 3: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 4: 89 percent / tetrahydrofuran / 0.08 h View Scheme

1: 98 percent / di-isobutylaluminium hydride / toluene / 2 h / 0 °C 2: 81 percent / MnO2 / CH2Cl2 / 0.5 h 3: 79 percent / toluene-p-sulphonic acid monohydrate / benzene / 17 h / Heating 4: 96 percent / Zn powder / acetic acid / 1.5 h / Ambient temperature 5: 89 percent / tetrahydrofuran / 0.08 h View Scheme