sodium ethanolate in ethanol

Multi-step reaction with 4 steps 1.1: TiCl4 / 3 h / 20 °C1.2: 82 percent / 0.6 N aq. HCl / dioxane / 0.17 h / 90 °C2.1: 3.9 g / Et3N / tetrahydrofuran / 3 h / 0 °C3.1: DBU / dimethylformamide / 2.5 h / -15 °C4.1: AcOH / 3 h / 60 °C4.2: conc. aq. HCl / 3 h / 90 °C  

Multi-step reaction with 7 steps 2: triethylamin / tetrahydrofuran / 0.17 h / 25 °C3: 1,8-diazabicyclo<5.4.0>undec-7-ene / dimethylformamide / -15 °C5: bromine / acetic acid6: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene7: boron tribromide / CH2Cl2 / 0.5 h / Heating  

Multi-step reaction with 6 steps 1: triethylamin / tetrahydrofuran / 0.17 h / 25 °C2: 1,8-diazabicyclo<5.4.0>undec-7-ene / dimethylformamide / -15 °C4: bromine / acetic acid5: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene6: boron tribromide / CH2Cl2 / 0.5 h / Heating