Multi-step reaction with 12 steps
1.1: aluminum (III) chloride / dichloromethane / 2 h / 0 °C
2.1: N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 3 h / Inert atmosphere; Reflux
3.1: potassium tert-butylate / tetrahydrofuran / 1 h
4.1: sodium acetate / toluene / 3 h / Reflux
5.1: sodium hydroxide; water / methanol / 3 h / Reflux
6.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 60 °C
7.1: sodium hydroxide / water; isopropyl alcohol / 3 h / Reflux
8.1: triethylamine; diphenyl phosphoryl azide / toluene / 2 h / 20 °C
8.2: 2 h / 70 °C
8.3: 6 h / Reflux
9.1: sodium nitrite; hydrogenchloride / water; acetonitrile / 0.5 h / 0 - 5 °C
9.2: 5 h / 20 °C
10.1: n-butyllithium / toluene; hexane / 0.5 h / -30 °C
10.2: 3 h / 0 °C
11.1: camphor-10-sulfonic acid / toluene / 0.5 h / Reflux
12.1: toluene-4-sulfonic acid / toluene / 4 h / 90 °C / Reflux
With
hydrogenchloride; aluminum (III) chloride; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); n-butyllithium; diphenyl phosphoryl azide; camphor-10-sulfonic acid; potassium tert-butylate; water; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; sodium nitrite;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile;