Multi-step reaction with 9 steps
1.1: 3-chloro-benzenecarboperoxoic acid / 1,1-dichloroethane / 0.33 h / 70 °C
1.2: 0.33 h / 20 °C
2.1: caesium carbonate / N,N-dimethyl-formamide / 1.75 h / 20 °C
3.1: hydrogenchloride; water / ethanol / 0.33 h / 85 °C
4.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C
5.1: thionyl chloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.5 h / 0 °C
6.1: N,N-dimethyl-formamide / 2.33 h / 50 °C
7.1: sodium hydride / tetrahydrofuran / 0.25 h / 40 °C
8.1: ethanol / 16 h / 20 - 75 °C
9.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethyl acetate / 2 h / 2068.65 Torr
With
hydrogenchloride; thionyl chloride; water; hydrogen; sodium hydride; caesium carbonate; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,1-dichloroethane; ethanol; ethyl acetate; N,N-dimethyl-formamide;