Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere; Reflux
1.2: 0.42 h / 10 - 20 °C / Inert atmosphere
2.1: aluminum (III) chloride / dichloromethane / 3 h / 0 °C / Inert atmosphere
3.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / Inert atmosphere; Reflux
4.1: triphenylphosphine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux
4.2: 24 h / 20 °C / Inert atmosphere
5.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
6.1: N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere
7.1: potassium carbonate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
7.2: 24 h / Reflux; Inert atmosphere
With
aluminum (III) chloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); phenyltrimethylammonium tribromide; sodium hydride; potassium carbonate; triphenylphosphine;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide;
4.1: |Wittig Olefination / 4.2: |Wittig Olefination;
DOI:10.1002/ejoc.201301524