Multi-step reaction with 11 steps
1.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 1.5 h / 0 - 20 °C
2.1: 1-methyl-pyrrolidin-2-one / 0.5 h / 220 °C / Microwave irradiation
3.1: N-Bromosuccinimide / 1,1'-azobis(1-cyanocyclohexanenitrile) / tetrachloromethane / 15 h / Reflux; pressure tube
4.1: water / tetrahydrofuran / 48 h / 70 °C
5.1: periodic acid / acetonitrile / 0.5 h
5.2: 1 h
6.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 15 h / 20 °C
7.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 4 h
8.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 15 h / 20 °C
9.1: hydrogenchloride / 1,4-dioxane; methanol / 1.5 h / 20 °C
10.1: triethylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C
11.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 1.5 h / 20 °C
With
hydrogenchloride; N-Bromosuccinimide; tert.-butylnitrite; lithium hydroxide monohydrate; water; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; periodic acid; triethylamine; copper(ll) bromide;
1,1'-azobis(1-cyanocyclohexanenitrile);
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;