Multi-step reaction with 11 steps
1.1: sulfuric acid / 0 °C / Reflux
2.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
4.1: triphenylphosphine; tetrachloromethane / tetrahydrofuran / 2 h / Reflux; Inert atmosphere
5.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 °C / Inert atmosphere
6.1: palladium 10% on activated carbon; hydrogen / methanol
7.1: pyridine / dichloromethane / 3.17 h / 0 - 20 °C
8.1: tetrakis(triphenylphosphine) palladium(0); potassium acetate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere
9.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; 1,2-dimethoxyethane / 2 h / Inert atmosphere; Reflux
10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
11.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 16 h / 20 °C
11.2: pH Ca. 2
With
pyridine; tetrachloromethane; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium(0); lithium hydroxide monohydrate; sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium acetate; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;