chromium dichloride in tetrahydrofuran 0.166667 h; Ambient temperature;

1: silica gel, NaBH4 / CHCl3; propan-2-ol / 0.25 h / 25 °C 2: 80 percent / dimethylamine hydrochloride, KF / toluene / Heating 3: 76 percent / silica, NaBH4 / propan-2-ol; CHCl3 / 0.25 h / 25 °C 4: 60 percent / aq. chromous chloride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 80 percent / dimethylamine hydrochloride, KF / toluene / Heating 2: 76 percent / silica, NaBH4 / propan-2-ol; CHCl3 / 0.25 h / 25 °C 3: 60 percent / aq. chromous chloride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: aq. NaOH / methanol / 0.5 h / 0 - 5 °C 2: silica gel, NaBH4 / CHCl3; propan-2-ol / 0.25 h / 25 °C 3: 80 percent / dimethylamine hydrochloride, KF / toluene / Heating 4: 76 percent / silica, NaBH4 / propan-2-ol; CHCl3 / 0.25 h / 25 °C 5: 60 percent / aq. chromous chloride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

T=200°C; 0.416667 h;

T=280°C;