Multi-step reaction with 9 steps
1.1: potassium hydroxide; hydroxylamine hydrochloride / methanol; ethanol / 20 °C
1.2: 1 h
2.1: tert.-butylnitrite; copper(l) chloride / acetonitrile / 0.25 h / 60 - 65 °C
3.1: hydrogen / palladium 10% on activated carbon / ethanol; cyclohexene / 2 h / Heating / reflux
4.1: sodium nitrite / water; acetic acid / 4 h / 20 °C / Heating / reflux
5.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C
6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 20 °C
6.2: 120 h / Heating / reflux
7.1: hydrogen / palladium 10% on activated carbon / 0.75 h
8.1: pyridine / dichloromethane / 20 °C
9.1: hydrogenchloride; water / ethanol / 3 h / Heating / reflux
9.2: 1 h / Heating / reflux
With
pyridine; hydrogenchloride; potassium hydroxide; tert.-butylnitrite; hydroxylamine hydrochloride; water; hydrogen; sodium hexamethyldisilazane; sodium hydride; copper(l) chloride; sodium nitrite;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; cyclohexene;