Multi-step reaction with 8 steps
1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2.33 h / 0 - 20 °C / Inert atmosphere
2: sodium hydroxide / methanol / 45 °C / Inert atmosphere
3: pyridine / 2 h / 20 °C / Darkness; Inert atmosphere
4: thionyl chloride / 4 h / 110 °C
5: palladium diacetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; N-ethylmorpholine; / 5,5-dimethyl-1,3-cyclohexadiene / 130 °C / Inert atmosphere; Reflux
6: sodium hydroxide; water / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
7: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
8: cyclohexa-1,4-diene; palladium 10% on activated carbon / ethanol / Reflux; Inert atmosphere
With
N-ethylmorpholine;; pyridine; thionyl chloride; cyclohexa-1,4-diene; palladium 10% on activated carbon; water; palladium diacetate; sodium hydride; sodium hydroxide; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride;
In
tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; N,N-dimethyl-formamide; mineral oil;
5: |Heck Reaction;
DOI:10.1016/j.ejmech.2013.02.017