Multi-step reaction with 9 steps
1.1: benzene; methanol / 1.5 h / Cooling
2.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 5.5 h / 100 °C / Inert atmosphere
3.1: hydrogenchloride / diethyl ether / 20 h / 25 °C
3.2: 0 °C
4.1: dichloromethane / 2 h / 20 °C / Cooling with ice
5.1: pyridine / 20 h / 100 °C
6.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 3 h / 25 °C
7.1: triethylamine / tert-butyl alcohol / 18 h / 25 °C / Reflux
8.1: hydrogenchloride / diethyl ether / 18 h / 25 °C
8.2: pH 8
9.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; tetrahydrofuran / 18 h / Reflux
With
pyridine; hydrogenchloride; lithium hydroxide monohydrate; water; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; ethyl acetate; tert-butyl alcohol; benzene;