1: 90 percent / bromine / acetic acid / 3 h / Ambient temperature 2: 22 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene 3: 92 percent / boron tribromide / hexane; CH2Cl2 / 0.5 h / Heating 4: 90 percent / sodium ethoxide / ethanol / 0.5 h / Ambient temperature 5: 89 percent / acetic anhydride / dimethylsulfoxide / 0.25 h / 100 °C 6: 95 percent / aq. sodium hydroxide / 0.08 h View Scheme

1: 90 percent / bromine / acetic acid / 3 h / Ambient temperature 2: 22 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene 3: 92 percent / boron tribromide / hexane; CH2Cl2 / 0.5 h / Heating 4: 90 percent / sodium ethoxide / ethanol / 0.5 h / Ambient temperature 5: 89 percent / acetic anhydride / dimethylsulfoxide / 0.25 h / 100 °C 6: 95 percent / aq. sodium hydroxide / 0.08 h 7: 86 percent / diethyl ether / 3 h / 0 °C 8: CDCl3 / 3 h / 55 °C 9: methanol View Scheme

1: 90 percent / bromine / acetic acid / 3 h / Ambient temperature 2: 22 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene 3: 92 percent / boron tribromide / hexane; CH2Cl2 / 0.5 h / Heating 4: 90 percent / sodium ethoxide / ethanol / 0.5 h / Ambient temperature 5: 89 percent / acetic anhydride / dimethylsulfoxide / 0.25 h / 100 °C View Scheme

1: 90 percent / bromine / acetic acid / 3 h / Ambient temperature 2: 22 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene 3: 92 percent / boron tribromide / hexane; CH2Cl2 / 0.5 h / Heating 4: 90 percent / sodium ethoxide / ethanol / 0.5 h / Ambient temperature View Scheme