1: 97 percent / Br2, acetamide / CHCl3; acetic acid / 9 h / Heating 2: 98.6 percent / HCl(aq.) / methanol / Heating; time: 12 h 3: 81 percent / K2CO3 / acetone; dioxane / Heating; Time : 12 h 4: 85 percent / Jones reagent / acetone / 6 h / Ambient temperature 5: CH3ONa / methanol / 6 h / 140 - 150 °C View Scheme

1: K2CO3 / acetone / 12 h / Heating 2: KMnO4, KOH / H2O / Heating View Scheme

potassium carbonate in acetone 12 h; Heating; Yield given. Yields of byproduct given;

silver(l) oxide in N,N-dimethyl-formamide

1: 97 percent / Br2, acetamide / CHCl3; acetic acid / 9 h / Heating 2: 98.6 percent / HCl(aq.) / methanol / Heating; time: 12 h 3: 81 percent / K2CO3 / acetone; dioxane / Heating; Time : 12 h 4: 85 percent / Jones reagent / acetone / 6 h / Ambient temperature 5: sodium ethoxide / hexamethylphosphoric acid triamide / 4 h / 100 °C View Scheme