Multi-step reaction with 12 steps
1.1: pyridine; potassium permanganate / water / 1 h / Reflux
2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
3.1: aluminum (III) chloride / dichloromethane / 0.17 h / 25 °C
3.2: 25 °C
4.1: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 0 - 25 °C / Inert atmosphere
5.1: caesium carbonate / tetrahydrofuran; methanol / 2 h / 70 °C
6.1: ozone / N,N-dimethyl-formamide / 0.13 h / -5 °C
7.1: hydrogenchloride / acetone / 24 h
8.1: hydrogenchloride / water / 24 h
9.1: potassium acetate / ethanol / 5 h / Reflux
10.1: hydrogenchloride; titanium(III) chloride
11.1: potassium acetate / toluene
12.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / water; N,N-dimethyl-formamide / 0.5 h / 155 °C / Microwave irradiation
With
pyridine; hydrogenchloride; aluminum (III) chloride; sodium tetrahydroborate; potassium permanganate; titanium(III) chloride; oxalyl dichloride; potassium acetate; potassium carbonate; caesium carbonate; ozone; N,N-dimethyl-formamide; trifluoroacetic acid;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;