Multi-step reaction with 9 steps
1.1: sulfuric acid; copper(l) chloride / methanol / 114 h / 20 - 65 °C / Inert atmosphere
2.1: nitric acid / 1.17 h / 0 - 20 °C / Inert atmosphere
2.2: 0 °C / pH 6 / Inert atmosphere
3.1: trichlorophosphate / 3 h / 100 °C / Inert atmosphere
4.1: sodium t-butanolate / N,N-dimethyl-formamide / 2.08 h / 0 - 20 °C / Inert atmosphere
5.1: 1,4-diaza-bicyclo[2.2.2]octane / 6 h / 90 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / toluene / 1.33 h / -78 - 0 °C / Inert atmosphere
6.2: 0.5 h / 0 - 20 °C / Inert atmosphere
7.1: sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide / dichloromethane; water / 1.5 h / 0 - 5 °C / pH 9.15 / Inert atmosphere
8.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 - -70 °C / Inert atmosphere
9.1: hydrogenchloride; water / acetonitrile / 6 h / 40 °C / Inert atmosphere
With
1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sulfuric acid; water; nitric acid; diisobutylaluminium hydride; sodium hydrogencarbonate; copper(l) chloride; potassium bromide; lithium hexamethyldisilazane; sodium t-butanolate; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
1.1: Biginelli reaction / 8.1: Julia olefin synthesis;
DOI:10.1002/jlcr.1810