1: With potassium tert-butylate in tert-butyl alcohol T=30 - 60°C; 1 h; 2: With hydrogenchloride in water; tert-butyl alcohol T=40 - 60°C; 0.5 h;

potassium hydroxide in ethanol 3 h; Heating;

1: 85 percent / sulfuric acid / benzene / 40 h / Heating 2: 83 percent / C2H5ONa / ethanol; CHCl3 / 1) C2H5ONa, C2H5OH, 0 deg C, 30 min, 2) chloroform, room temperature, 15 h 3: 1) C2H5ONa 2) hydrochloric acid / 1) reflux, 14 h, 2) reflux, 3 h 4: 50 percent / 48percent aq. HBr / 19 h / Heating 5: 81 percent / K2CO3 / acetone / 2 h / Heating 6: 47 percent / C2H5ONa / toluene / 14 h / Heating View Scheme

1: 83 percent / C2H5ONa / ethanol; CHCl3 / 1) C2H5ONa, C2H5OH, 0 deg C, 30 min, 2) chloroform, room temperature, 15 h 2: 1) C2H5ONa 2) hydrochloric acid / 1) reflux, 14 h, 2) reflux, 3 h 3: 50 percent / 48percent aq. HBr / 19 h / Heating 4: 81 percent / K2CO3 / acetone / 2 h / Heating 5: 47 percent / C2H5ONa / toluene / 14 h / Heating View Scheme

1: 81 percent / K2CO3 / acetone / 2 h / Heating 2: 47 percent / C2H5ONa / toluene / 14 h / Heating View Scheme

1: 1) C2H5ONa 2) hydrochloric acid / 1) reflux, 14 h, 2) reflux, 3 h 2: 50 percent / 48percent aq. HBr / 19 h / Heating 3: 81 percent / K2CO3 / acetone / 2 h / Heating 4: 47 percent / C2H5ONa / toluene / 14 h / Heating View Scheme

1: 50 percent / 48percent aq. HBr / 19 h / Heating 2: 81 percent / K2CO3 / acetone / 2 h / Heating 3: 47 percent / C2H5ONa / toluene / 14 h / Heating View Scheme

copper pyrolysis;