triethylamine in ethyl acetate; Petroleum ether

in tetrahydrofuran; hexane 1.) r.t., overnight, 2.) reflux, 2 h; Yield given;

sodium; triethylamine Yield given. Multistep reaction;

1: 72 percent / paraffin / 0.17 h / 250 °C 2: 32 percent / dioxane; methanol 3: 95 percent / NaBH4 4: 83 percent / KHSO4 / tetrahydrofuran View Scheme

1: 85 percent / diphenyl ether / 0.17 h / 245 - 255 °C 2: 66 percent / K2CO3 / dimethylformamide / 1 h / 30 °C 3: 72 percent / NaBH4, 2 N NaOH / methanol / 3 h / Ambient temperature 4: 74 percent / KHSO4 / dioxane / Heating View Scheme

sodium carbonate Heating; Yield given;