Multi-step reaction with 10 steps
1.1: 1-phenylpropylamine / acetonitrile; tert-butyl methyl ether / 6 h / 20 °C
2.1: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 0 - 20 °C / Reflux
3.1: triethylamine / dichloromethane / 1 h / 0 °C
4.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 0 - 70 °C
5.1: acetonitrile / 50 °C
6.1: magnesium sulfate; potassium permanganate / water; acetone / 17 h / 0 - 20 °C
7.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C
7.2: -78 °C / Inert atmosphere
8.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; toluene; ethanol / 1 h / 65 °C / Inert atmosphere
9.1: palladium 10% on activated carbon; hydrogen / methanol
10.1: hydrogenchloride / methanol; dichloromethane / 20 °C
With
hydrogenchloride; potassium permanganate; tetrakis(triphenylphosphine) palladium(0); thionyl chloride; dimethylsulfide borane complex; palladium 10% on activated carbon; 1-phenylpropylamine; hydrogen; potassium hexamethylsilazane; sodium carbonate; magnesium sulfate; triethylamine; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; tert-butyl methyl ether; water; 1,2-dichloro-ethane; acetone; toluene; acetonitrile;