sodium hydroxide in diethylene glycol Heating;

1: 92 percent / pyridine / 1.) 0 deg C, 2 h, 2.) 6 deg C, overnight 2: 82 percent / LiEt3BH / tetrahydrofuran / 15 h / Ambient temperature 3: 90.3 percent / Br2 / 4 h / Heating 4: 91.6 percent / Heating 5: NaOH / bis-(2-hydroxy-ethyl) ether / Heating View Scheme

1: 90.3 percent / Br2 / 4 h / Heating 2: 91.6 percent / Heating 3: NaOH / bis-(2-hydroxy-ethyl) ether / Heating View Scheme

1: 91.6 percent / Heating 2: NaOH / bis-(2-hydroxy-ethyl) ether / Heating View Scheme

1: 82 percent / LiEt3BH / tetrahydrofuran / 15 h / Ambient temperature 2: 90.3 percent / Br2 / 4 h / Heating 3: 91.6 percent / Heating 4: NaOH / bis-(2-hydroxy-ethyl) ether / Heating View Scheme