1.1: palladium 10 on activated carbon; hydrogen / ethanol / 72 h / 3750.38 Torr 2.1: pyridinium p-toluenesulfonate / toluene / 15 h / |Dean-Stark; |Reflux 3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 °C / |Inert atmosphere 3.2: 0.17 h / -10 - 25 °C / |Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; water / 8 h / |Reflux View Scheme

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 °C / |Inert atmosphere 1.2: 0.17 h / -10 - 25 °C / |Inert atmosphere 2.1: hydrogenchloride / 1,4-dioxane; water / 8 h / |Reflux View Scheme

1.1: pyridinium p-toluenesulfonate / toluene / 15 h / |Dean-Stark; |Reflux 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 °C / |Inert atmosphere 2.2: 0.17 h / -10 - 25 °C / |Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane; water / 8 h / |Reflux View Scheme

sodium; benzene

(i) SOCl2, CHCl3, (ii) /BRN= 1939229/, AcOH; Multistep reaction;