Multi-step reaction with 10 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
2.2: 6.5 h / 0 - 20 °C / Inert atmosphere
3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.17 h / -78 °C
4.2: 0.5 h
5.1: triethylamine / ethanol; water / 60 °C / Sonication
6.1: barium(II) hydroxide / water / Reflux
7.1: triethylamine / water; 1,4-dioxane / 20 °C
8.1: potassium hydroxide / dichloromethane; methanol / 0.03 h
8.2: 4 h / 20 °C
9.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water
10.1: 1H-imidazole / tetrahydrofuran
With
1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; barium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
4.1: |Swern Oxidation / 5.1: |Bucherer-Bergs Reaction;
DOI:10.1016/j.ejmech.2016.08.024