sodium hydroxide in ethylene glycol T=140°C; Decarboxylation; 0.166667 h;

1.1: EtONa / ethanol / 1 h / 0 °C 1.2: toluene / 0.5 h / Heating 2.1: NaOH / ethanol; H2O / Heating 3.1: 79 percent / NaOH / ethane-1,2-diol / 0.17 h / 140 °C View Scheme

1: NaOH / ethanol; H2O / Heating 2: 79 percent / NaOH / ethane-1,2-diol / 0.17 h / 140 °C View Scheme

1: 49 percent / phosphorus oxidochloride / Ambient temperature; 1.) 20 deg C, 1 h, 2.) 50 deg C, 40 h, 2: 64 percent / sodium ethoxide / 1 h / 10 °C 3: 96 percent / toluene / 0.33 h / Heating 4: 89 percent / aq. NaOH, / ethanol / 2 h / Heating 5: 43 percent / copper(II) chromite / quinoline / 120 - 122 °C View Scheme

1: 96 percent / toluene / 0.33 h / Heating 2: 89 percent / aq. NaOH, / ethanol / 2 h / Heating 3: 43 percent / copper(II) chromite / quinoline / 120 - 122 °C View Scheme