Multi-step reaction with 9 steps
1.1: triethylamine / dichloromethane / 18.25 h / 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexanes / 3.25 h / -78 - 0 °C
2.2: -78 - 20 °C
3.1: manganese(IV) oxide / chloroform / 17 h / 20 °C
4.1: hydrogenchloride / ethanol; water / 7 h / 98 °C
4.2: 0 °C / pH 9 - 10
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 0 - 20 °C
6.1: phosphorus(V) oxybromide / dichloromethane / 3 h / 60 °C
6.2: pH 10 - 11
7.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 17 h / 80 °C
8.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 6 h / 110 °C
9.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexanes / 0.75 h / -78 - 20 °C
9.2: -78 - 20 °C
With
hydrogenchloride; manganese(IV) oxide; n-butyllithium; caesium carbonate; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; phosphorus(V) oxybromide;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; dichloromethane; chloroform; water;