Multi-step reaction with 14 steps
1.1: sulfuric acid; 3-Nitrobenzenesulfonic acid; boric acid; ferrous(II) sulfate heptahydrate / 1 h / 140 °C
2.1: sulfuric acid; N-Bromosuccinimide / 3.5 h / 15 °C
3.1: boron tribromide / dichloromethane / 3 h
3.2: 12 h / pH 12
4.1: pyridine / dichloromethane / 2 h / -30 - 0 °C
5.1: lithium chloride; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 80 °C
6.1: AD-mix α / water; tert-butyl alcohol / 48 h / 0 °C
7.1: pyridine / dichloromethane / 12 h / 0 - 20 °C
7.2: 2 h / 25 °C
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h
9.1: 10 h / 140 °C
10.1: methylamine / ethanol; water / 1.33 h / 78 °C
11.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,2-dimethoxyethane / 90 °C / Inert atmosphere
12.1: silver carbonate / benzene; 1,2-dichloro-ethane / 45 °C / Sealed tube
13.1: sodium hydroxide / methanol; water; tetrahydrofuran / 45 °C
14.1: chromium(VI) oxide; periodic acid / water; acetonitrile / 3 h / 0 °C
With
pyridine; chromium(VI) oxide; ferrous(II) sulfate heptahydrate; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); AD-mix α; sulfuric acid; boric acid; boron tribromide; potassium carbonate; periodic acid; 3-chloro-benzenecarboperoxoic acid; 3-Nitrobenzenesulfonic acid; silver carbonate; methylamine; lithium chloride; sodium hydroxide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;