1: CBr4, triphenylphosphine / CH2Cl2 / 0.33 h / Ambient temperature; 1.) 0 deg C 2: hexamethylphosphoric acid triamide / 5 h View Scheme

1: LiAlH4 / diethyl ether / 1 h / Heating 2: CBr4, triphenylphosphine / CH2Cl2 / 0.33 h / Ambient temperature; 1.) 0 deg C 3: hexamethylphosphoric acid triamide / 5 h View Scheme

1: p-toluenesulphonic acid / 4 h / Heating 2: LiAlH4 / diethyl ether / 1 h / Heating 3: CBr4, triphenylphosphine / CH2Cl2 / 0.33 h / Ambient temperature; 1.) 0 deg C 4: hexamethylphosphoric acid triamide / 5 h View Scheme

N,N,N',N',N'',N''-hexamethylphosphoric triamide; pyridine anhydride; sodium cyanide; p-toluenesulfonyl chloride 1.) CH2Cl2, 0 deg C, 2.) 50 deg C, 3 h; Multistep reaction;

in N,N,N',N',N'',N''-hexamethylphosphoric triamide 5 h; Yield given;