Multi-step reaction with 11 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 16 h / 0 - 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 17 h / 0 - 20 °C
2.2: 0 - 20 °C
3.1: triethylamine / tetrahydrofuran / 2 h / 0 °C
4.1: N,N-dimethyl-formamide / 1 h / 20 °C
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 - 20 °C
6.1: lithium diisopropyl amide / tetrahydrofuran; toluene; hexane / 0.5 h / -78 °C
6.2: 16 h / -78 - 20 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran; ethyl acetate / 3 h / 0 - 5 °C / Inert atmosphere
8.1: hydrogenchloride / 1,4-dioxane / 20 °C
9.1: potassium tert-butylate / tetrahydrofuran / 22 h / Reflux
10.1: 150 °C / Inert atmosphere
11.1: acetic acid / methanol / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere
11.2: 2 h / Heating
With
hydrogenchloride; potassium tert-butylate; toluene-4-sulfonic acid; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;