Multi-step reaction with 9 steps
1.1: potassium hydroxide; tetrabutylammomium bromide / toluene / 2.5 h / 115 °C / Dean-Stark
2.1: sodium carbonate; methanesulfonic acid / water; ethyl acetate; dimethyl sulfoxide / 1 h / 50 °C
2.2: 6 h / 135 °C
3.1: potassium carbonate / water; N,N-dimethyl-formamide / 2 h / 0 - 20 °C
4.1: carbonic acid dimethyl ester; sodium methylate / methanol / 3 h / 50 °C / Inert atmosphere
5.1: potassium carbonate / ethanol; water; toluene / 3 h / 105 °C
5.2: 3 h / 100 °C / Inert atmosphere
6.1: sodium hydroxide / water / 84 h / 90 °C
7.1: thionyl chloride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / Inert atmosphere
8.1: triethylamine / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
8.2: 0.5 h / Inert atmosphere
8.3: 1.5 h / Inert atmosphere
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / -78 - 0 °C
With
thionyl chloride; methanesulfonic acid; tetrabutylammomium bromide; sodium methylate; sodium carbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; carbonic acid dimethyl ester; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;