hydrogenchloride; tin in ethanol Reduction; 3 h; Heating;

1: 89 percent / HNO3; H2O / acetic acid / 1.5 h / 20 °C 2: 89 percent / tin; HCl / aq. ethanol / 3 h / Heating View Scheme

1: 72 percent / NaOMe, NaBH4 / methanol; tetrahydrofuran 2: 26 percent / K2CO3 / 2-methoxy-ethanol 3: 42 percent / ZnCl2 / dimethylformamide 4: 54 percent / toluene 5: 71 percent / KOH / ethanol 6: 82 percent 7: 78 percent / CAN / methanol 8: 96 percent / NH4OH / methanol View Scheme