Multi-step reaction with 9 steps
1.1: potassium hydroxide; tetrabutylammomium bromide / toluene; water / 48 h / 20 - 80 °C
2.1: potassium hydroxide; water / ethylene glycol / 3 h / 170 °C
3.1: thionyl chloride / 4 h / 65 °C
3.2: 65 °C
4.1: aluminum (III) chloride / dichloromethane / 1.5 h / 20 °C
5.1: sodium hydroxide; bromine; water / 1,4-dioxane / 0.5 h / 20 °C
6.1: thionyl chloride / N,N-dimethyl-formamide; 1,2-dichloro-ethane / 1.5 h / 75 °C
6.2: 20 °C
7.1: hydroxylamine hydrochloride / acetic acid / 0.5 h / 100 °C
8.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 3 h / 20 °C
8.2: pH 2
9.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 80 °C
With
aluminum (III) chloride; thionyl chloride; diphenyl phosphoryl azide; hydroxylamine hydrochloride; tetrabutylammomium bromide; water; bromine; triethylamine; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethylene glycol; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;