Multi-step reaction with 9 steps
1.1: potassium hydroxide; hydroxylamine hydrochloride / tetrahydrofuran; methanol; water / 16 h / 20 °C / pH 9
2.1: hydrogenchloride; methyl orange; sodium cyanoborohydride / tetrahydrofuran; methanol; water / 16 h / pH 2
2.2: pH 7
3.1: calcium chloride / diethyl ether / 3 h / 20 °C
4.1: titanium(IV) isopropylate / tetrahydrofuran / 0.5 h / 140 °C / Microwave irradiation
4.2: 2 h
5.1: hydrogenchloride / tetrahydrofuran; water / 2 h / 0 °C
6.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2 h / 0 °C
6.2: 2 h
6.3: 5 h
7.1: potassium acetate; caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 2 h / 60 °C
8.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h
9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diothiothreitol / N,N-dimethyl-formamide / 1 h
With
titanium(IV) isopropylate; hydrogenchloride; potassium hydroxide; hydroxylamine hydrochloride; methyl orange; potassium acetate; diisobutylaluminium hydride; sodium cyanoborohydride; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium chloride; diothiothreitol;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; methanol; diethyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;