1: 76 percent / tin(IV) chloride / CH2Cl2 / 1.5 h / Ambient temperature 2: 91 percent / 95percent hydrazine hydrate, potassium hydroxide / ethane-1,2-diol / 4.5 h / 60 °C / Heating 3: 85 percent / Raney nickel-aluminium alloy / aq. NaOH / 3 h / 90 - 120 °C View Scheme

1: 91 percent / tin(IV) chloride / CH2Cl2 / 1.5 h / Ambient temperature 2: 95percent hydrazine hydrate, potassium hydroxide / ethane-1,2-diol / 4.5 h / 60 °C / Heating 3: 97 percent / Raney nickel-aluminium alloy / aq. NaOH / 3 h / 90 - 120 °C 4: 84 percent / lithium aluminium hydride / diethyl ether / 1.) RT, 1.5 h, 2.) reflux, 1h. View Scheme

1: 76 percent / tin(IV) chloride / CH2Cl2 / 1.5 h / Ambient temperature 2: 91 percent / 95percent hydrazine hydrate, potassium hydroxide / ethane-1,2-diol / 4.5 h / 60 °C / Heating 3: 85 percent / Raney nickel-aluminium alloy / aq. NaOH / 3 h / 90 - 120 °C 4: 93 percent / lithium aluminium hydride / diethyl ether / 1.) RT, 1.5 h, 2.) reflux, 1h 5: 94 percent / 48percent hydrobromic acid, sulfuric acid / 24 h / Heating View Scheme

1: 91 percent / tin(IV) chloride / CH2Cl2 / 1.5 h / Ambient temperature 2: 95percent hydrazine hydrate, potassium hydroxide / ethane-1,2-diol / 4.5 h / 60 °C / Heating 3: 97 percent / Raney nickel-aluminium alloy / aq. NaOH / 3 h / 90 - 120 °C View Scheme

hydrogenchloride; n-butyllithium; sodium chloride; nitrogen; sodium hydrogencarbonate in N-methyl-acetamide; diethyl ether; hexane

in N-methyl-acetamide

sulfuryl dichloride; N,N-dimethyl-formamide T=80 - 85°C; 1 h;

trichlorophosphate in dichloromethane Vilsmeier-Haack reaction; Inert atmosphere;

trichlorophosphate

1: 76 percent / tin(IV) chloride / CH2Cl2 / 1.5 h / Ambient temperature 2: 91 percent / 95percent hydrazine hydrate, potassium hydroxide / ethane-1,2-diol / 4.5 h / 60 °C / Heating 3: 85 percent / Raney nickel-aluminium alloy / aq. NaOH / 3 h / 90 - 120 °C 4: 93 percent / lithium aluminium hydride / diethyl ether / 1.) RT, 1.5 h, 2.) reflux, 1h View Scheme