1: 70 percent / CHCl3 / 16 h / Ambient temperature 2: 85 percent / p-toluenesulfonic acid / toluene / 24 h / Heating 3: potassium hydroxide / H2O / 6 h / Heating 4: H2O; CHCl3 / 2 h / 20 °C 5: LiAlH4 / tetrahydrofuran / 12 h / Heating 6: 6N HCl / H2O / 12 h / Ambient temperature 7: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 8: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

lithium aluminium tetrahydride in tetrahydrofuran; diethyl ether 3 h; Heating; Yield given;

1: 6N HCl / H2O / 12 h / Ambient temperature 2: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 3: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: 85 percent / p-toluenesulfonic acid / toluene / 24 h / Heating 2: potassium hydroxide / H2O / 6 h / Heating 3: H2O; CHCl3 / 2 h / 20 °C 4: LiAlH4 / tetrahydrofuran / 12 h / Heating 5: 6N HCl / H2O / 12 h / Ambient temperature 6: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 7: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 2: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: H2O; CHCl3 / 2 h / 20 °C 2: LiAlH4 / tetrahydrofuran / 12 h / Heating 3: 6N HCl / H2O / 12 h / Ambient temperature 4: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 5: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: 1.) NaOH; 2.) SOCl2 2: H2O; CHCl3 / 2 h / 20 °C 3: LiAlH4 / tetrahydrofuran / 12 h / Heating 4: 6N HCl / H2O / 12 h / Ambient temperature 5: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 6: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: H2O; CHCl3 / 2 h / 20 °C 2: LiAlH4 / tetrahydrofuran / 12 h / Heating 3: 6N HCl / H2O / 12 h / Ambient temperature 4: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 5: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: 70 percent / CHCl3 / 10 h / Ambient temperature 2: potassium hydroxide / H2O / 6 h / Heating 3: H2O; CHCl3 / 2 h / 20 °C 4: LiAlH4 / tetrahydrofuran / 12 h / Heating 5: 6N HCl / H2O / 12 h / Ambient temperature 6: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 7: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme

1: potassium hydroxide / H2O / 6 h / Heating 2: H2O; CHCl3 / 2 h / 20 °C 3: LiAlH4 / tetrahydrofuran / 12 h / Heating 4: 6N HCl / H2O / 12 h / Ambient temperature 5: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature 6: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating View Scheme