Multi-step reaction with 9 steps
1: 95 percent / Br2 / CCl4 / 5 h / Irradiation
2: 82 percent / acetic acid / 72 h / Heating
3: 85 percent / aq. concd HCl / dioxane / 21 h / Heating
4: 87 percent / aq. NaOH / dioxane / 35 h / Ambient temperature
5: 83 percent / K2CO3 / dioxane / 20 h / Heating
6: 83 percent / aq. concd HCl / dioxane / 48 h / Heating
7: 1.) NaOH, 2.) I2 / 1.) ethyl ether, DMSO, 24 h, 2.) ethyl ether, DMSO, 20 h
8: 85 percent / SOCl2 / 17 h / Heating
9: 64 percent / triethylamine / CH2Cl2 / 1 h / Ambient temperature
With
hydrogenchloride; sodium hydroxide; thionyl chloride; bromine; iodine; potassium carbonate; triethylamine;
In
1,4-dioxane; tetrachloromethane; dichloromethane; acetic acid;
DOI:10.1021/jo00363a013