1: 82 percent / diethyl sebacate, HCl / dibutyl ether 2: 93 percent / thionyl chloride / petroleum ether 3: 62 percent / AlCl3 / CS2 / 1.) 0 deg C, 1 h, 2.) 25 deg C, 11 h 4: 86 percent / potassium hydroxide, hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 4 h / 162 - 178 °C 5: SOCl2 / petroleum ether / 9 h / 40 - 60 °C 6: petroleum ether View Scheme

1: 93 percent / thionyl chloride / petroleum ether 2: 62 percent / AlCl3 / CS2 / 1.) 0 deg C, 1 h, 2.) 25 deg C, 11 h 3: 86 percent / potassium hydroxide, hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 4 h / 162 - 178 °C 4: SOCl2 / petroleum ether / 9 h / 40 - 60 °C 5: petroleum ether View Scheme

1: 62 percent / AlCl3 / CS2 / 1.) 0 deg C, 1 h, 2.) 25 deg C, 11 h 2: 86 percent / potassium hydroxide, hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 4 h / 162 - 178 °C 3: SOCl2 / petroleum ether / 9 h / 40 - 60 °C 4: petroleum ether View Scheme

1: SOCl2 / petroleum ether / 9 h / 40 - 60 °C 2: petroleum ether View Scheme

1: 86 percent / potassium hydroxide, hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 4 h / 162 - 178 °C 2: SOCl2 / petroleum ether / 9 h / 40 - 60 °C 3: petroleum ether View Scheme

in Petroleum ether Yield given;