Michaelis-Arbuzov reaction; Title compound not separated from byproducts;

phosphorus oxytribromide in dichloromethane; N,N-dimethyl-formamide 1 h;

1: 86 percent / LiBH4 / methanol; diethyl ether / 1 h / Heating 2: 77 percent / POBr3 / CH2Cl2; dimethylformamide / 1 h View Scheme

1.1: pyridine / toluene / 3 h / 20 °C 1.2: 14.7 g / NaH / dimethylformamide / 2 h / 0 °C 2.1: 86 percent / LiBH4 / methanol; diethyl ether / 1 h / Heating 3.1: 77 percent / POBr3 / CH2Cl2; dimethylformamide / 1 h View Scheme

1.1: pyridine; thionyl chloride / toluene / 2 h / Heating 2.1: pyridine / toluene / 3 h / 20 °C 2.2: 14.7 g / NaH / dimethylformamide / 2 h / 0 °C 3.1: 86 percent / LiBH4 / methanol; diethyl ether / 1 h / Heating 4.1: 77 percent / POBr3 / CH2Cl2; dimethylformamide / 1 h View Scheme