Multi-step reaction with 12 steps
1.1: tin(II) chloride dihdyrate / triphenylphosphine; rhodium(III) chloride hydrate / isopropyl alcohol; 1,4-dioxane; water / 20 h / 180 °C / Inert atmosphere
2.1: N-Bromosuccinimide; sulfuric acid / 3.5 h / 15 °C
2.2: pH 10 / Cooling with ice
3.1: boron tribromide / dichloromethane / 3 h
3.2: 0.33 h / 0 °C
4.1: pyridine / dichloromethane / 2 h / -30 - 0 °C
5.1: lithium chloride / bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide; 1,4-dioxane / 16 h / 80 °C / Inert atmosphere
6.1: hydroquinine 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 48 h / 0 °C
7.1: pyridine / dichloromethane / 12 h / 0 - 20 °C
8.1: perchloric acid / 2 h / 25 °C
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h
10.1: 10 h / 140 °C
11.1: methylamine / ethanol; water / 1.33 h / 78 °C
12.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 1.5 h / 100 °C
With
pyridine; N-Bromosuccinimide; perchloric acid; tin(II) chloride dihdyrate; hydroquinine 1,4-phthalazinediyl diether; sulfuric acid; boron tribromide; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; methylamine; lithium chloride;
bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium(0); rhodium(III) chloride hydrate; triphenylphosphine;
In
1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;